r/ChastityStories • • Dec 23 '23

Before posting your RL "stories" - READ THIS POST NSFW

93 Upvotes

We are all glad that more and more people are incorporating chastity into their lifestyle. However, this subreddit is not to be used as a journal entry for your chastity journey.

If you are looking to get feedback or discuss a short experience you had w/ chastity please take it to another sub like /r/chastityjourney or others.

What We're Looking For:

  • Depth and Length: We encourage stories that offer more than a quick glance. Think of narratives with a beginning, middle, and end, regardless of whether they're fiction or based on real-life events.
  • Engaging Narratives: Share stories that pull readers into a journey, whether it's through detailed character development, intriguing plotlines, or insightful personal experiences.

What To Avoid:

  • Brief Anecdotes/Journal Entries: To maintain the quality of content, we kindly ask that shorter, journal-type entries and brief personal anecdotes be shared elsewhere. Our platform thrives on more developed storytelling.

Why This Matters:

  • Quality Engagement: Longer, thoughtfully crafted stories foster deeper discussions and a more engaged community.
  • Diverse Storytelling: While we appreciate the simplicity of short posts, the essence of our community lies in stories that are told with attention to detail and narrative structure.

r/ChastityStories • • Jul 24 '22

Story Requests NSFW

88 Upvotes

If you have a request for a story, have a look in here, someone may have already made the same request.

If your request is not already in here, feel free to make a comment asking.


r/ChastityStories • • 13h ago

M Chaste,F Keyholder Sorority Rush - Part 3 NSFW

91 Upvotes

Noah couldn’t wait to get back to his dorm and rip his damned chastity cage off. He was positive the load he was going to blow would be his biggest in years. He was in a constant state of arousal and his dick hadn’t stopped trying to get hard since the votes on Sofia’s fate had been cast.

The result was nearly unanimous, only the five pledges voting to let her join the sorority without any punishment. Every other Pi Delta sister had elected for Sofia to be given ten spankings on her bare ass. And now the poor girl was walking resignedly across the room to stand on the raised platform where one of the older sisters was playing the music from.

“Alright, Sofia,” Stella said, speaking loudly enough that everyone in the room could here. “In a few quick moments you will be able to join us as a full-time sister of Pi Delta. But first we have to administer your punishment for technically failing your final task. I’m glad I was able to be a bit lenient with you since you were only a few minutes late and managed to get such a stud locked up in your Cyberlok cage, but rules are rules and you know you messed up.” The ‘stud’ that had entered with Sofia was still standing near the entrance, a smug smile on his face as he watched what was about to happen to Sofia.

“Yes, pledge mistress. I understand that I messed up and will accept my punishment in order to join the sorority,” Sofia said. She was staring at her shoes, evidently embarrassed about the spanking she was about to receive.

“Wonderful. Then please turn your back to the party, drop your skirt and panties to your ankles and bend over the table in front of you,” Stella said with a big grin on her face. She hefted the sorority paddle in the air and got a cheer from the older sisters. It almost looked like a cricket bat except it was all pink with the Greek letters for Pi Delta painted in white on it.

Noah was positive his dick was about to force its way out of its tiny prison. He was about to see the first bare ass he had seen in person since the night he lost his virginity. And that was a sorry excuse for sex with a fellow nerd after Prom. And as nice as the girl was, she couldn’t hold a candle to the beautiful Latina that was about to have her bare ass spanked a few feet from him.

With her back turned to the party, Sofia hooked her thumbs into her waistband and quickly dropped her skirt and panties to the floor in one motion. Her ass was the most incredible thing Noah had ever seen. Her cute calves and juicy thighs were perfectly tanned, like she had lived on a beach all summer. And even better than that was the tan line that wrapped around her waist and dove into her crack. Most of her wonderfully plump butt cheeks were the same color as the rest of her skin, but there was a milky white outline of the thong she obviously wore to the beach or the tanning salon. Noah let out a breath he hadn’t realized he’d been holding.

Hannah shot him a dirty look as he fidgeted to adjust the cage through his shorts but seemed to realize the predicament he was in and quickly started giggling to herself. It was simultaneously the most aroused and most helpless he had ever felt in his life. He could feel his heart pounding in his chest as he was reminded of just how little control he had over his own penis for the rest of the night.

“You girls remember how this works. Everyone count her strokes aloud,” Stella said, lining up to Sofia’s left in a right-handed baseball swing stance.

SMACK

“ONE!” a chorus of sorority sisters yelled out.

SMACK

“TWO!”

SMACK

“THREE!”

The spanking continued at a slow but steady rate. Each swing causing Sofia to yelp, the crowd to yell out the count and the pledges he was standing by to wince in sympathy. He even thought he saw a couple of them rubbing their own butts, maybe remembering a recent encounter they themselves had had with the paddle. 

He couldn’t believe what his eyes were seeing. He’d watched young college girls get spanked by professors and sorority sisters countless times in pornos, but he didn’t think things like this happened in the real world.

SMACK

“NINE!”

Noah’s eyes were boring a hole in Sofia’s backside. He was determined to experience every second of her punishment, pain from his struggling penis be damned.

SMACK

“TEN”

His knees nearly buckled. He needed the cage off now. Every second his dick fought against its prison he could feel his horniness blowing past what he thought its limits were.

Back on the stage, Sofia seemed to come to her senses and quickly bent down to pull up her bottoms, hiding her now glowing pink backside away from all the onlookers.

“Let’s hear a round of applause for Sofia,” Stella yelled. “She took her punishment like a true Pi Delt and is now deemed to have completed her final task. Welcome to Pi Delta, Sofia.”

After exchanging a hug with Stella, Sofia gingerly made her way to where Noah and the other pledges were standing as the rest of the room cheered for her. The tall jock she had brought still stood by the door. The smile on his face was slowly slipping away as the night moved on from Sofia’s punishment and he realized he , like Noah and the other boys present, was still locked in a chastity cage in a room filled with beautiful coeds.

“That bastard,” Sofia complained as she joined their little huddle of underclassmen, rubbing her bottom through her skirt.

“Shh!” Bailey said, nervously looking to see if anyone had overheard. “Don’t let Stella here you call her that. She just said your punishment was complete.”

“I’m not talking about Stella,” Sofia said, finally pulling her hands away from her backside and giving the other girls congratulatory hugs. “We’ve all received worse spankings than that. That was a small price to pay for showing up late.”

Noah almost fell over with how fast his head spun to look at Hannah. His sweet, innocent friend had received a spanking like that? On her bare ass? He saw her cheeks flushing, the ones on her face that is, as she determinedly refused to look at him.

“I’m talking about that bastard, Brad,” she said, pointing to where the jock she had come with was slowly easing himself into conversation with some of the girls that were dancing near the entrance to the house. “It’s his fault I was late at all. I should have been way harsher with him. I still might be once I get my phone back if he doesn’t make it up to me.”

“You can’t leave us hanging like that,” Chloe, the red headed girl, said. “I want all the juicy details. Bailey is the only one of us that has a good story about how they got a boy locked up. Hannah just got a friend to help, and the rest of us had boyfriends who were going to help or be spending a lot more time with their own right hand.” The other girlfriends laughed as their boyfriends blushed at what Chloe was insinuating.

“Ohh, Bailey I have to here that story,” Sofia said, causing the nerdy girl to shyly look at her feet. “But I think you girls will like my story. I met Brad over the summer at my orientation and he’s been flirting with me nonstop on social media since then. It’s only increased since school started. So I naturally thought of him when Stella gave us our task.

“He jumped at my offer of a blowjob in exchange for helping me with the task, though I didn’t tell him exactly what I needed him to do until he showed up at my room this morning. He came over before lunch, all excited at the prospect of hooking up with me. And let me tell you girls, if it wasn’t for Stella’s dumb challenge, I’d probably still be in bed with him. He has the biggest dick I’ve ever seen. My jaw was on the floor when I kneeled in front of him and pulled his pants down. It was bigger than any dick I’d ever seen while it was still soft. It had to be almost ten inches long fully erect, and thick too. It took both of my hands and my mouth to give him any semblance of a respectable blowjob.”

All four of the guys standing around were shifting around awkwardly as she told her story. Ten inches? Noah thought he had a pretty nice sized penis, but he’d look tiny compared to Brad. How the hell did he even fit into a chastity cage?

“I was going to town on him for a good fifteen minutes before I had to stop to relax my jaw muscles. That’s when the thought came to me. What’s to stop him from bailing on me once he came? So I told him he’d have to help me with my task before I let him finish. He argued for a bit, but eventually agreed as I kept bringing him right to the edge of orgasm with my hand then letting go of his monster cock. He was less thrilled about it all when I pulled the Cyberlok cage out of my dresser. Lucky for me he was still thinking with his horny brain.

“You should have seen how hard it was to force his dick into that tiny cage. I had to tell him to lay down so I could sit on his chest while I held an icepack I keep in my freezer on his junk for like five minutes. I was finally able to force his swollen balls and softened penis through the base ring, but it took another five minutes of icing his dick to shrivel it up enough to fit in the cage. Even all shriveled up, he was probably bigger than most guys’ erections. Sorry, boys,” she said with a cheeky smile, acknowledging that there were four locked guys listening in to her story for the first time.

“Anyways, once I forced the cage closed, I set the timer to let him out at midnight and went about my classes for the rest of the day. He kept texting me throughout the day that he couldn’t take it and that he was in constant pain because his dick wasn’t shriveled from the cold anymore. So when I showed up an hour or so ago at his dorm to pick him up, he refused to come. Bastard demanded I let him out and finish the blowjob I had started. I was pissed off so I pulled out my phone and added another day to his sentence. Rather than seeing sense, the idiot got even angrier and just kept demanding I let him out immediately. Long story short, he ended up with an additional two weeks on his sentence before I could force him out the door. But by that point I was already too late. And that brings us to why I’m standing here with a stinging ass right now.”

“Wow,” all the girls said in unison. It was as if Sofia’s story had put them all in a trance.

Noah scanned the room and found Brad surrounded by a large group of girls. The wide smile on his face made it look like he was at least temporarily forgetting about his trapped dick.

“I knew you’d be the one to have a crazy story,” Mai laughed. “I can hardly imagine what it was like trying to get a dick that big to fit in the cage. Conner made enough of a fuss when I locked up his little guy.”

“Mai!”, a boy who must be her boyfriend yelled.

“Relax. They know I’m just joking. And you know I love your little guy,” she teased, doubling down on her joke.

After that, the group dispersed throughout the party for the rest of the night. Hannah was true to her word and introduced Noah to dozens of gorgeous college girls. Not only did Pi Delta have the best looking girls on campus, but they didn’t have a ‘type’. There were beauties from every corner of the globe and they came in all shapes and sizes.

Noah wished he could claim that he had put on a charming display and helped any small chances he had at ever landing a date with one of the girls. But that was far from the case. He danced awkwardly and talked too little, the presence of the Cyberlok never far from his mind.

The most embarrassing interaction was when Hannah introduced him to Stella. She was the only person who had brought up the elephant in the room.

“I’m so glad you completed your task, Hannah,” Stella said when they bumped into her on the dancefloor, giving her a quick hug. “And this must be your little locked pet.”

He couldn’t figure out why his dick swelled at her drawing attention to his predicament, but he also couldn’t deny it. His penis was fighting against its prison the entire time they spoke to Stella.

He barely said a word, only clumsily managing to introduce himself before he let Hannah speak in his place.

“You two have a good night,” Stella said as the conversation reached a natural conclusion. Before he could slip away, Stella leaned in and whispered in his ear, “You look so cute all caged and nervous. I may just have to keep you for myself.” He had no idea what she meant by that, but his dick pulsed at it all the same.

After the embarrassing encounter with Stella, he started to refill his beer more regularly, finding there was some truth to the liquid courage.

It was getting late in the night, the alcohol flowing freely and the girls dancing in sexier and sexier ways, when Noah felt his cage vibrate twice in quick succession. It halted him in his tracks. It must be midnight; his dick was finally free.

He was saved from having to make a lame excuse to Hannah for why he needed to leave(he needed to blow his load immediately, the night had been torture by way of too much pleasure) by Stella making an announcement.

“Attention everyone,” she yelled over the music. “It’s officially after midnight and so we have to say goodbye to our six little locked friends for the night, though I’m sure we’ll see them all again soon. It’s time to officially welcome our new pledges into Pi Delta.”

Hannah wrapped him in a tight embrace as he made his way towards the exit, thanking him over and over again for helping her get into the sorority.

He collected his phone from the same busty brunette he had handed it to when he showed up. He noticed that the screen didn’t light up when he picked his phone up.

“We turned all the phones off after verifying that the task had been complete. We didn’t want to be stuck listening to any notification noises all night,” she said in response to his questioning look.

Fair enough, he guessed. Though he didn’t know any college student who didn’t keep their phone silenced. Holding the button to power it back on, he tossed it in his pocket and all but sprinted back to his dorm.

Once he was drunkenly able to fit his key into the lock, he threw the door open, kicked off his shoes and rushed to his bed. He grabbed his tissue box and lotion on his way. He kept them separated from each other to try to mask what their true use was.

He pulled out his phone as he shed his clothes and lounged on his made bed, ready to pull off his cage and take care of himself. This time his phone lit up when he held it up to his face and he was met with two notifications from the Cyberlok app. His heartrate spiked as anxiety rushed through his body.

SneakyStella added as a keyholder

SneakyStella added 30 days to BestieNoah’s sentence

Remaining time: 29 days 23 hours 35 minutes 27 seconds


r/ChastityStories • • 12h ago

M Chaste,F Keyholder Reviving the Dead Bedroom - Part 4 NSFW

30 Upvotes

That night was the most sleepless of my life. Not just because my backside burned every time I rolled on my back or my balls would ache the second I rolled on my front or the fact my cock had been straining in its cage since I saw the new latex clothed version of the love of my life but because my mind wouldn’t rest for a second wonder if she was capable of tonight, what else was she capable of?! My mind was spinning in circles. My cock was throbbing at the possibilities and every time my cock flinched out of honey desire, I would be brought right back to be tied to the bench and my nuts being used as my wife’s favourite punching bag. 

Over the weekend we went about our lives. The family all came home and when anyone mentioned me walking funny, my wife would make a joke about me being old or having fallen down the stairs in the middle of the night. Monday and Tuesday at work were challenging. The office HR manager asked me if I needed to go home or see the company nurse. I brushed it all off blaming my old athletic injuries from my youth flaring up. However, because of my current state, I hadn’t started the workout routine I had promised my wife and myself when we started this journey. 

As I left for work on Wednesday my wife passed a brand new gym bag to me. “You have a training session with Liz at 5:30. You have everything you need in the bag. New workout clothes and shoes. Don’t be late and make sure to work hard. I’ll be asking for progression reports so you better not disappoint…” saying as she stepped up to me and whispered in my ear “Or there will be consequences Mr.” I obviously didn’t doubt that for a second after Friday night. 

My day went by smoothly and I got to the gym with just enough time to change. When I got to the desk a short pixie of a young woman was there. She looked at me with a knowing glare “You my 5:30?” I responded with “you must be Liz.” She was stunning. Fit in all the right places and good sized and well toned ass. She came out from behind the desk and she was in a sports bra and very tight spandex shorts. I was definitely in trouble as I felt my cock twitch and start to fill my cage. She started to walk out to the gym floor and I was gawking at her perfectly round ass when she turned back around and caught me staring and scoffed “Let’s go Subby. From what your wife told me about you, you couldn’t even do anything to me if you could get me.” My face burned instantly with embarrassment. I couldn’t believe my wife would have said something but at the same time, I had to wonder if she would have called me out if she hadn’t caught me perving on her. 

We got to some open space where she explained we would start with a bit of a stretching routine she likes me to do before starting any workout, here at the gym or at home. As we were in a more public area she leaned in, similar to how my wife had earlier that morning and said “Do to the current condition your wife left your ass in, we will skip the floor portion. But next week we will get you there!” Ahhh again! My face was burning red. I couldn’t believe my wife had shared so much about me. About us?!  But before I could let the blood drain from my face she gave my ass a playful tap and told me to follow. “I guess your wife really did a number on you!” She said with a chuckle as I noticeably whimpered upon her hand making contact with my sensitive backside. 

The rest of the training session was uneventful. I tried to work as hard as I could in the hope I didn’t inflict any more punishment from my wife. Liz told me to hit the shower which instantly made my dick swell in its cage while I had a quick fantasy image of Liz shower flash before my eyes. I thanked her for the session and told her I looked forward to our next session. She smiled back and said “well same time, same channel next week. And hopefully your wife won’t crack your ass so hard so we can really get into it. Until then, Subby!” Again, my wife went crimson red and I died a little inside knowing she knew so much about my intimate life, although my cock was bulging out of the bars of my cage. 

Wednesday night after the gym was uneventful. Thursday I finally got up early to get a small workout in. Friday morning a little bit more intensive workout. It was still so new that I couldn’t tell if my body hurt from my new workouts or still from my wife laying a beating on my back side. 

Around lunchtime on Friday, I was in my office when my phone lit up with a text message from my wife. It read:

‘Hey Subby,

The kids are going over to their friends for the night. I’m heading to dinner with some girlfriends after work. I’ll be home by 9pm. You will NOT drink and you will make sure the house is spotless. After my inspection, I will inform you about what the rest of the night has in store. Do not disappoint. 

Love you,

Your beautiful Keyholding Wife’

My heart skipped a beat. Here we were after spending months/years living together without any passion or real intimacy. Now, one text message from her had my locked dick leaking like a broken faucet. 

After work I sped home. I didn’t know what she wanted but I knew the usual complaints she had when it came to my cleaning so I figured I would focus on those areas while doing my weekly chores. By 8pm I had flipped the laundry twice and folded and put everything away. I had cleaned the kitchen floor to ceiling including vacuuming and then mopping the entire kitchen floor. I had also tackled all three of our bathrooms, master, kids and powder room. I made sure there was not a single thing left unwiped and spotless. Just as I was going to sit down my phone buzzed with a message from my wife.

‘Subby,

Hope you’ve finished your chores. Change of plans. I’ll be home by 8:30. I need you to get out a chair from our old dining room set that should be in the storage room in the basement. I want you to place the chair in the middle of the room where I had the bench set up last week. Then I need you to strip naked and fold your clothes and leave them in a pile on the stairs. When I get home I will inspect the house then meet you downstairs. Do not disappoint me. 

Love,

Your Keyholding Gorgeous Wife’

I took one final wrap around the house to make sure everything was right and then ran downstairs to get the chair out of the storage closet. After stripping down to my cage, I folded my clothes and knelt beside the chair to wait for my wife. At exactly 8:30 I heard her come in the front down and wander around clearly completing her inspection. Finally I heard her coming down the stairs and I tried to sit up straight on my knees to show my best posture. 

“Nicely done sweetheart. Everything looks great!” I smiled and assumed the basement had become our sexy fun time place and I was about to be rewarded. She was carrying a bag from presumably the same novelty adult store where she had procured the paddle and humbler the week before. She walked behind me without showing me what was in the bag and quickly blindfolded me so I was again blind to see what was coming. “Stand my lovely subby!” She commanded and I quickly jumped to my feet to have her help shuffle me over to the chair. Suddenly I felt her secure my ankles to the legs of the chair and then cuffed my hands behind my back. She told me to shift back and to bend my knees so my thighs were at a 45 degree angle. She then took my hands and tied the cuffs to the chair and began to pull down forcing me into a half squat position. She told me to hold it and then I heard an odd sound of a suction cup securing to something. 

“Ok subby here is how tonight is going to go. My girlfriends are all on their way here for a night cap. I told them to be here for 9 so I had a chance to tidy. I told them you were out of town for work. I was going to come home at 9 and play with your locked cock to say sorry for spanking you so hard. But then I heard from Ms.Liz about you gawking at her ass, I felt like a night of correction was in order. I didn’t think spanking you again would be a fair punishment so I came up with a new idea while I was out shopping after work.” I was still unsure how bad this was going to be but ultimately relieved that I wouldn’t be spanked again. And honestly all I did was get lost with the sight of a spectacular ass. 

“So here’s the punishment, you will stay in the position until the ladies and I are done with our nightcap. If at any point you make any noise and the ladies ask ‘What was that?’ I will bring them down here to show them. If you stay completely silent, then after I’m done I will come release you.” This was going to suck but she gave me a chair so if I failed at least I was only sitting down a few inches, so I wouldn’t make much noise. Surely not enough to have the ladies upstairs hear me. She started to walk around the back of the chair when she pulled down aggressively on the rope that tied my arms to the back of the chair and finally I understood her evil plan. I opened my mouth and was silent. 

“Get it now Subby?!? That’s a very large butt plug your asshole is now resting on. If (/when) your legs give out you will be sitting down on a XXXL cone plug that I can tell will stretch you to a new level. And because it’s suctioned to the chair, once you’re down on it, I don’t think you have the ab strength to get back up. Especially if you go all the way down on it and your tight little hole closes around the base. That big boy is in there until I untie you. So I hope you’re ready fella for a challenging evening because you either have to stay quiet while fighting to stay off of it or you will have to stay quiet as it enters into you. Either way, I hope you will have learned your lesson about gawking at a young ladies behind.”

She laughed as the doorbell rang. “There’s my friends. So better be quiet, love or we’re all going to get to watch the show!” My legs were already starting to ache so I knew it was going to be a matter of time before I was going to be impaled by the giant plug below me. I heard a number of footsteps above me and walked to the kitchen. As they walked by the door I heard a number of them clear as day; my wife hadn’t closed the door to the basement stairs. I hoped she would move into the family room to help give me some space and a wall or two to muff any noise but they were setting up in the kitchen. I even heard one of the ladies say “oh the door to the basement is open, want me to shut that” before my wife quickly answered “oh no, the cat's litter is down there, we always keep it open.”

I listened to them talk about everything you assume ladies drinking talk about. Husbands, boyfriends, work, kids, husbands, boyfriends, politics, husbands, boyfriends , so on and so forth. After 20 minutes my legs finally gave. I had no choice but to rest my weight back on the plug. As soon as I felt an inch enter me I realized my devilish wife had applied a significant amount of lube on the tip and it allowed an inch to directly enter my back door. As I sat down I realized she had been kidding about the size as it ballooned out quickly. I tried doing mini squats to try and get used to the impalement while giving my legs a break but all it did was expedite the fatigue my legs were feeling. Finally my knees gave out and I sat back with full weight and had two then quickly three inches of the plug stretching my hole to a new level. At the three inch mark it must have been at least 2”-3” in circumference and continued to grow. 

I tried to stand back up but my wife had called it. Without being able to use my hands and push myself up I was slowly becoming a victim of gravity. My asshole continued to stretch but now without being able to bounce I was just gradually sliding down on it and beginning to feel the uncomfortable burn of a stretched sphincter. The ladies were getting louder and presumably drunker as I continued to slide deeper onto the plug. As I felt like it was going to split me in half, I finally fell the last 2 inches and my asshole closed around the base as my asscheeks hit the chair. As much as I was feeling incredibly full and very uncomfortable, my cock began to leak and drip from its cage. I tried fruitlessly to stand up and instantly was unable but as I leaned forward the plug hit my prostate and a wave of euphoria rocked through my body. After so much pain and inability to cum, suddenly my body felt like it could erupt. 

I rocked back and forth a few times feeling the full weight and size of the plug in my ass pressing on my prostate. Suddenly I was lost in the moment. My body was now accustomed to the invader in my asshole. As I shimmied back and forth on the chair, I could feel my caged cock leak more. Finally the ladies began to pack up and leave and one by one filed out. I heard the door close and I figured my wife would come down and retrieve me but she didn’t. After feeling pleasure like this for the first time and feeling like I had an opportunity I began to really rock back and forth. After only a few seconds my cock began to shoot through my cage a hot thick load of cum on the floor in front of me. Still blinded and unable to see I continued to rock and suddenly I became acutely aware of how loud I was moaning out in pleasure. I stopped suddenly when I heard my wife at the top of the stairs say “I don’t know what that was Liz. Would you mind coming down to investigate?” 

To be continued….


r/ChastityStories • • 14h ago

M Chaste,F Keyholder Marie & Thomas - Chapt. 1 NSFW

21 Upvotes

Chapter 1 – The Contract

Thomas was heading to the shop, restless. His cage was ready after several days of meticulous craftsmanship. He knew this evening would mark a definitive turning point in his life. He had thought about it at length. Marie’s warnings and tests had been perfectly clear: there would be no going back, and she would show no mercy. She was going to push his limits hard. But she was also finally going to let him live out the fantasies he had carried inside him for so long.

Thomas had been successful in life. The company he had founded was now thriving almost without him, thanks to a solid team. He went to the office less and less, which allowed him to travel often. His absence was barely noticed anymore. He had no children. He had invested most of his time and energy into his work. Recently, he had built a large modern house in the countryside, isolated from any neighbors, deep in the forest. A quiet, luxurious place designed for silence. He was used to bringing conquests there, but those stories always remained fleeting.

In all his previous relationships, Thomas had already explored BDSM play. Never, however, with the intensity he truly desired. He had slept with Marie a few times. Her self-assurance, her natural confidence attracted him deeply. Yet he had never dared reveal his darkest secrets to her… until the evening she invited him to her place. That night, she had clearly seen the submissive side in him that she had been looking for ever since she learned about her friend Sophie, who had locked her own husband in a cage. Marie had then started testing Thomas, discreetly at first, then more and more directly. Very quickly, she had realized he was the ideal candidate to become her submissive.

Since then, Marie had spent most of her time crafting her plan. She wanted to train Thomas methodically in order to satisfy this new, urgent need for domination that had taken hold of her. She couldn’t wait to discover how far she could take him. Her plan began tonight.

Thomas opened the door of the shop. The interior was very quiet, filled with the smell of leather. He walked in and headed nervously toward the counter. The owner approached him calmly, her heels clicking on the floor. She looked at Thomas with an amused expression, studying him, knowing full well what he was getting into.

“Hello Thomas,” she said. “I’ve been expecting you.”

She continued in a calm, professional voice:

“I’m going to give you a few basic reminders, just as a precaution. The cage that was made for you is designed first and foremost to make it impossible to access your cock while it’s locked. It remains comfortable even for long-term wear, including very long-term. There is no physical key that can open it—only the app that your Mistress has full control over. Once the setup is complete, only she can release you. No one else. The cage is equipped with small electrodes that allow your Mistress to send shocks of varying intensity. Are you comfortable with all of that, Thomas?”

He already knew all of this, but hearing the woman state these details gave him a deliciously humiliating sensation. Thomas thanked her for the warning and confirmed that he accepted everything.

“Perfect. I’ll give you your cage then, and you can go put it on in the fitting room to make sure it’s comfortable.”

Thomas walked to the back of the shop with the small box. He tried to distract himself along the way, because the scene and all the objects displayed around him were already giving him an erection that would make putting the cage on more difficult. He stepped into the fitting room and awkwardly removed his pants. Once naked, he opened the box and discovered the magnificent metal cage. It was gleaming, solid without being too heavy, a little shorter than he had imagined. It was a true work of art. He first slipped on the ring, which fit perfectly, then the cage, which compressed his cock slightly. As soon as the cage met the ring, he felt a solid, definitive click: it had locked automatically on contact.

That was it. His cock was imprisoned. There was no longer any doubt about the seriousness and security of the cage. Completely aroused by the situation, Thomas tried to get hard… and immediately understood that there was absolutely no room for that. He put his pants back on and returned to the woman, heart pounding, already transformed.

Thomas came back to the counter, his face still a little flushed, the cage already securely in place under his pants. The owner greeted him with a slightly more pointed smile than usual, looking at him a few seconds too long. He lowered his eyes slightly.

“So… are you happy with your new cage? Is it comfortable?”

Thomas nodded briefly, his gaze still a little downcast.

“Yes… it is. Thank you very much.”

She seemed satisfied with the answer. Then she handed him several heavy black bags, carefully sealed.

“Here are the items Marie ordered. You’re not allowed to look inside. You pay the bill, and you hand them to her in person. Nothing else.”

Thomas took the bags without protest. The bill was steep—much higher than he had imagined. He paid without a word, heart racing, then left the shop with his new invisible chains.

He drove to Marie’s apartment. She was already waiting on the doorstep, a large suitcase at her feet. She greeted him with a simple look followed by a wide smile, then opened the trunk of her car and put the suitcase in herself before getting into the driver’s seat.

“Hi Thomas… There are some nice bags in the trunk.

I’m going to live at your place for the next few weeks,” she said in a calm, composed voice.

“Starting tonight, your house becomes my territory.”

“Perfect, Marie… We’ll be very comfortable. At least you will, for sure.”

Once they arrived at the large isolated house deep in the forest, Marie immediately showed who was in charge. While Thomas prepared dinner, she went upstairs to the master bedroom and settled her things. Her clothes filled the closets. Her toiletries took over the bathroom. When she came back downstairs, the table was set.

“Show me your cage.”

Thomas lowered his pants.

Marie approached slowly, her eyes already fixed on the cage. She knelt in front of him, took the cold, shiny metal between her fingers and turned it under the light to admire it better.

“Oh… look at that. A beautiful quality cage. Heavy, perfectly fitted, impeccable. You must already feel how well it holds you…”

She tilted her head, pressed her lips against the polished metal and licked it slowly, thoroughly, as if savoring both the taste and the humiliation. Her tongue slid along the bars, then over the base where Thomas’s flesh was swelling uselessly against the metal.

She stood up, took out her phone and opened the app. A first light shock ran through his locked cock. Thomas jumped.

A second, stronger one made him grimace.

Then a third, precise and cruel, while she stared straight into his eyes, made him contract violently inside the cage.

Marie smiled, her eyes shining with satisfaction. “Perfect. Everything works.”

During the meal, she placed a document in front of him.

“Here’s the contract.”

Thomas read it while Marie calmly observed his reactions, eating quietly.

The document clearly stated: it lasts a full month and Thomas will have no way out before the end of the term. By signing it, he renounces all his rights, simply becomes Marie’s slave, obeys without discussion, accepts being punished and humiliated without reason, more often restrained than free, and possibly remains permanently locked in his cage. Marie will live in his house, control him completely, and may, if she wishes, invite other men to fuck her in front of him if her desire for a real cock becomes too strong.

While he was reading, she took out of the bag and placed on the table a thick metal collar fitted with an integrated lock connected to the same app. A metal ring was attached to it.

Thomas finished reading, then said:

“I’ve been in charge of people my whole life. The first time you gave me orders, you woke up the deepest desires in me. I’ve never felt like this before. I want to go as far as possible, and I trust you to take me there.”

He signed the document and pushed it toward Marie.

More than satisfied, Marie stood up without a word. She placed the collar around his neck and locked it with a sharp click.

“On your knees. Under the table.”

Thomas obeyed. Marie sat down, spread her thighs and lifted her skirt. She wasn’t wearing any panties. Her pussy was already completely wet. She firmly grabbed Thomas’s hair and pulled his face against her.

“Put your hands behind your back, stick out your tongue, and lick your Mistress while I finish my plate.”

He obeyed. His tongue slid over the warm, slick folds. Marie, for her part, continued eating calmly, barely paying attention, as if the service he was providing was simply normal.

A few minutes passed like that. Then, little by little, her breathing changed. She let out a first discreet moan, put down her fork and began to slowly roll her hips, grinding more firmly against Thomas’s mouth.

Marie, one hand now resting casually on the back of Thomas’s head and the other holding her glass of wine, said in a calm voice:

“Your house is really magnificent… our house now. But I have to admit I was disappointed when I went down to the basement. A rich little submissive like you—I expected a real dungeon that would have made my life easier. I had to buy a few items at the shop… and sorry if it was a bit expensive.”

“I’ve done some research, and I know someone who’s very good at setting up ‘playrooms.’ We’re going to have to do some work to make the whole space useful.”

It had already been about fifteen minutes that Marie was being licked by Thomas, on his knees, focused to the maximum to give her as much pleasure as possible, while she explained part of her plans for the coming days. He could tell she was on her phone. Suddenly, an electric shock jolted his cock, which was turning red from straining against the cage.

“Thomas, you’re going to have to improve with your tongue. I should already have had at least one orgasm.”

“Sorry, Marie…”

A new, stronger shock rang out.

“I’m no longer Marie to you. I am your Mistress. You never call me Marie again, understood, my little sub?”

“Yes, Mistress.”

She stood up, gave him one last cold, satisfied look, then walked away while dialing a phone number and pouring herself more wine. Thomas remained on his knees, hands still crossed behind his back, chin resting on the seat of the chair she had just left. Under the table, the heavy collar around his neck, the tight cage, the taste of his Mistress still on his tongue.

“Hello, we spoke this week about the plans for a basement. Are you still available to come by tomorrow evening? … Perfect. Looking forward to meeting you.”

Marie came back and sat down. She lifted her skirt again just before settling in. Thomas was still perfectly positioned. Without a word from either of them, he picked up exactly where he had left off.

After a few more minutes of diligent licking, he finally managed to give her a first orgasm. Marie closed her eyes, caressed her breasts and sprawled completely on her chair, pressing down heavily on Thomas’s face. She was thinking about her plan, which so far was unfolding exactly as expected.

“Thank you, that was already much better. 1-0 for me in the orgasm chapter. I can’t wait to see how this score evolves… it might not end up very evenly distributed.”

She stood up, briefly adjusted her skirt and ordered:

“Follow me to my bedroom.”

Once upstairs, Thomas saw a thin mattress on the floor next to the large bed, as well as a heavy chain fixed to the base of the frame. He didn’t dare ask any questions, but quickly understood that he would very likely be sleeping there.

On the bed, a large dildo was already mounted on a harness. Marie pointed to it.

“Since your cock is useless now, you’re going to fuck me with this. Much bigger than anything you’ve ever had between your legs.”

Thomas complied without a word. He put on the harness and simulated the movements he had made only a few weeks earlier, but this time without any sensation. For Marie, on the other hand, it was even better: total control, pure domination, and the pleasure of being fucked by an object she had chosen, mounted on a body that no longer had any rights.

After several positions that she imposed one after another, she finally had enough for the evening. She pushed him onto his back and firmly squatted on his face. His mouth was immediately filled with the heat and scent of her still-soaked pussy. Thomas struggled to move his tongue under the weight of his Mistress. Marie squeezed his balls hard in her hand and explained in a calm, authoritative voice:

“This is how we’re going to fuck from now on. Understood?”

“Yes, Mistress.”

“Now go take a shower and come back. You have five minutes. Not one more.”

He hurried. When he returned, Marie was already waiting near the mattress.

“Your new bed is there, on the floor. If you’re a good submissive, you might sometimes be allowed to sleep next to me… but for the first few days, I’m going to have to train you properly. We’ll see after that.”

She took the chain, passed it through the ring of his collar and locked it with a sharp click. He had a little play, just enough to lie down, but not enough to move away, and absolutely no way for Thomas to escape.

“Good night. Sleep well… your training continues tomorrow.”


r/ChastityStories • • 17h ago

M Chaste,M Keyholder Car Collateral - Turn 5 NSFW

18 Upvotes

For all my other stories and other parts of this one:

https://www.reddit.com/user/Chastity_Wannabe/comments/1k9n4xt/story_index_file/

Thanks for all the love, everyone!

I created a Patreon and it already has a few exclusive stories that will only be here in a month: Maybe give it a look??? It would help to be able to keep writing stories!

******************************************************************

When Saturday morning came, Dean REALLY wanted to sleep a little longer, but since Colin had work, he stood up with his friend and rushed to prepare breakfast. After they both ate, Dean drove his friend to work, promising he'd be there to pick him up at 1 pm, and Colin promised to return home with lunch for both of them!

As the Dean returned home, he jumped in bed and turned the TV on, putting some videos on gardening so he might learn something through osmosis. As he adjusted in bed for some comfort, his hand instinctively going inside his shorts and boxers and finding his trapped balls to play for a little while. He was about 10 minutes in when his phone ringed with a WhatsApp message:

Robbie: Guess what i found?
Dean: Hey Robbie, good morning!
Dean: How are you?
Robbie: Good good, fine
Robbie: WBU?
Robbie: Take a guess!
Dean: Also good
Dean: And idk
Dean: Your will to live?
Robbie: Smartass!
Robbie: No! ;-)
Robbie: Found your OF!
Dean: Ohh, man, no!
Dean: I shouldn’t have told you about it!
Dean: Please, don’t look it!
Robbie: Too late! I already purchased everything you posted EVER!
Dean: Come on, man! Don't look at my noodle!
Robbie: Helped A LOT with my self-esteem! 
Dean: I HATE you!
Robbie: Who's hand was that?
Robbie: It's a man's hand, i mean
Robbie: The guy jerking you off and shaving you!
Dean: I don't feel comfortable talking about it!
Robbie: Okay, but… Does that mean's you're bi?
Robbie: I'd love to talk to someone that is!
Dean: I REALLY don't know what i am! 
Dean: But i enjoyed… What we did!
Robbie: Me too!
Robbie: Listen, can we see each other some place without my family?
Robbie: Or your work?
Dean: You make jokes about my dick and now you want to see me?
Robbie: I don't care much about your dick size…
Robbie: Hope it's not offensive
Dean: I have my afternoon free tomorrow, what do you want?
Robbie: Wanna go with me in the boat? Cruise the lake?
Dean: I'd feel safer in a public place, honestly
Dean: And please, don't think i'll show up to be fucked!
Robbie: Now who's judging who?
Dean: Yeah, that wasn't nice
Dean: I'm sorry
Dean: I just feel really vulnerable around you
Dean: Most of my problems can be fixed by 
Dean: You know!
Robbie: Tomorrow, 2pm, park
Robbie: I'll text you the deets
Robbie: Now i'm gonna jerk off to your tiny dick
Dean: Happy i'm helping with your bisexual crisis!

Dean wished he could ask the other boy for some pictures or videos, but he didn't want to force the rich boy to tell him no! He was curious enough to open his OF and check. It was easy to find out Robbie's user, and soon enough he learned the boy actually bought every single picture and video he sold for the past 2 years and now Dean had made an extra 80 dollars.

For the rest of the morning, Dean was watching TV and contemplating the fact that Robbie already knew about his second biggest insecurity in the world. When it was finally time for him to go pick Colin up, he was thankful to have something else to fill his mind. Even so, he didn't feel like telling Colin about meeting with Robbie on the next day… It was a conversation that would bring too many questions he didn't even knew the answer himself.

And so, after lunch, it was time for both of the boys to go out and do something for the first time: Mown some lawn for the first time in their lives. It was for an old lady and they were only making 20 dollars total for that, but it was good for them to learn, plus, it was a church lady, so they could get some good word from the old lady! Plus, it was just about 10 minutes of driving, so it was cheap on the gas… They'd be able to have dinner on those 20 dollars and that was it! It took the boys longer than expected to finish their work, but as they were done, their job was GREAT, and they were proud of it. More than that, For those few hours, Dean didn't think about his caged dick ONCE!

Back at home, once again, Colin put on some sexy reality show, and, from the top bunk, Dean could listen to his friend jerking off on the botton bunk. The hand trying to grab his feet only made Dean laugh, but there was no much explanation about why he was trying to get hard inside his tiny cage! And so, listening to his friend jerk off, Dean put his hands inside his underwear and started squeezing his trapped balls!

Sunday morning meant the boys took care of the trailer chores and went out to do laundry and buy some stuff at costco. They once again had hot dogs and pizza for lunch and, after Dean left his friend to work, and with some spare time, he went to Planet Fitness, the only thing "extra" he was paying for himself every month! It was a learning curve to find out what he could do and what was hurtful to his body now that a cage with a metal strap surrounded his waist. Running on the treadmill and using the stationary bicycle was out of question, as most of cardio was, Plus, there were some leg exercises that just made his balls hurt!

Eventually, time was running out, and Dean decided on showering at the gym. And then Dean learned something about himself… There was a risk, only a curtain separated anyone from seeing his locked dick, and the boy was getting horny from it, the risk of being exposed EXCITED him! Even so, no surprises, soon, the cold water calmed him down, the boy got dressed in his best clothes and off he went to meet Robbie. It took him about half an hour to get to the park where they agreed to meet , but they arrived almost together, so that was just great.

— Hey, man! — Dean said, looking at the boy's Range Rover SV. — That's such a nice car!
— Ohh, thanks! — Robbie said, giving zero attention to his car, only looking at Dean. — You look great!
— Thanks, man! — Dean said, blushing. Looking at Robbie, he could see the boy looked like money. For sure Robbie “produced himself” for him. — You look great too!
— Thank you! — Robbie said, also blushing. — Hey… How about we go grab some coffee and find some place to sit?
— That sounds great! — Dean agreed.

As the boys walked side by side, Dean could feel a little spark as his arm brushed Robbie's arm, and, for some reason he had no idea why, he felt his little noodle trying its best to surge to life in that metalic tube! It was failing horribly, and for once, Dean was happy for it. Even a small erection would be visible and make him want to die!

Dean and Robbie got their coffees together, and Dean was kinda happy the other boy jumped in to pay. Yeah, he had the 8 dollars, but that was almost everything he made from his lawn mowing job from the day before and he was hurting from it. As he sipped his Flat White, they found a picnic table in an empty area under some trees and just sat down facing each other.

— Hey, thanks for coming to me! — Dean said, smiling. — I hope it wasn't a problem with your family!
— Ohh, i'm free to just be myself around! — Robbie said, smiling. — Well, i mean, i hope so!
— You're afraid of how they'd react to you coming out? — Dean said.
— I'm NOT ready for this kind of conversation, man! — Robbie replied. — But huh… I need to tell you i'm sorry about Julie! I swear i'll never hit on her again, i didn't knew you liked her!
— She's not my girl, you're allowed to do anything you want! — Dean replied. — You don't owe me anything, seriously.
— Yeah, but like… I don't want to make you sad for someone who doesn't mean anything to me! — Robbie said.
— Thank you… And like… Just thank you! — Dean said, glitching out. — But don't stop being happy because of me!
— You made me feel more than she did, honestly! — Robbie said, feeling embarrassed.
— Was i really your first dude? — Dean asked, confused about everything.
— Yeah… — Robbie admitted. — Honestly, i don't even know where the courage came from, how i was brave enough to ask you for it! But i was already there in that situation with my dick out and… It sounded perfect! Was i your first guy?
— I can't say so… — Dean replied, blushing.
— And you say you're straight. — Robbie teased him, but it sounded like he was a bit jealous.
— Dude, when you're as broke as i am, there's no space in life to be straight… — Dean replied, shrugging. — I took your 150 for doing what you liked, i once jerked a guy off for a tank of gas… And there were many times when I sold jerking-off videos on OF to pay for my shared trailer rent or feet pics for lunch money!
— When you say it like that i feel like i took advantage of your situation! — Robbie said, actually feeling guilty.
— Don't worry, man! You took advantage of me, and i took advantage of you! — Dean said, shrugging.
— Yeah, but i felt something! — Robbie admitted.
— Do you thing i'm going to park meetings with the guy i jerked off for gas? — Dean asked with a smile.
— That makes me really happy! — Robbie replied. — Man… I wanna learn more about you!
— What do you wanna learn? — Dean asked.
— I don't know… You know my deepest secret and i barelly know you! — Robbie replied.
— You've seen my deepest secret! — Dean replied, blushing once more!
— You're embarrassed by your size? — Robbie asked, actually taking interest in the subject.
— Man… I'm still a virgin because of it! — Dean said, and then he got SO upset he just turned around, unable to face Robbie. — Please, ignore what i just said!
— Dean, it's all good! — Robbie said, passing an arm over Dean's shoulders.

Dean went straight for a hug, embracing the other boy who thankfully returned the favor from a few days before. Thankfully, Robbie didn't push on the subject of Dean's manhood size, so the conversation wasn't awkward. For about one hour, both boys sat down, drank their coffees and Dean told the other boy all about his life, about the trailer, about Colin and his job… All he held back was his size predicament and about the whole car ordeal.

After that, Robbie finally felt good enough to open up about how he felt about his sexuality, how he always liked girls, and even telling Dean all about his first time with one, but how he also had to watch gay porn while he jerked off because a muscular guy taking a pounding did more for him than any pair of boobies shuffling around. By the time Robbie stopped with his story, both boys were feeling horny and, every single time their knees would touch under the table, they’d both feel a spark… Eventually, it was time for them to go.

— Hey, listen… I’m always in desperate need of money, so if you have any friends who need their grass cut or… — Dean broke mid-sentence. — You know…
— Ohh, i’m not offering your intimate services or OF to anyone! — Robbie said, but it wasn’t a joke, he just didn’t want to share Dean with anyone. — But… I do have some money on me and my car windows are completely black!
— Ohh… I wasn’t expecting it to be THIS fast! — Dean said, confused. — Listen, i’m game to repeat what we did, but… Not anything new, okay?
— Ohh, deal! — Robbie replied, looking like a boy that just saw santa!

As the boys walked to Robbie’s over 200K car, Dean inspected the vehicle to make sure it really was impossible to see the inside from the outside. When he was sure, the boy waited for Robbie to open the door and they both got into the front seat. The central console was HUGE, but it was flat and padded, so it would be actually comfortable.

— Okay, take your pants down! — Dean said, even if feeling uncomfortable. He heard the doors locking.
— Ohh, okay! — Robbie replied, panicking. — That’s so awkward… Can we do things in reverse this time?
— You wanna start by kissing? — Dean asked and Robbie was so nervous he could only reply by nodding.

So… Dean just leaned forward, he was using his left arm for support, but his other hand went behind Robbie’s neck and pulled the boy in. Soon, their lips touched and after that, it was an easy sequence for them to be fully making out. As Dean’s dick started taking the whole space of the cage, the boy started really enjoying the whole tongue-up-his-mouth thing…

Dean could feel how horny he was, but most impressively, he could feel how the OTHER boy was horny. That’s why, while Robbie was lost playing inside his mouth, Dean took his right hand from Robbie’s head and moved down to the boy’s suit pants. Even over those pants, Dean could feel the boy’s giant erection.

After grabbing that massive twitching dick over those pants a few times, Dean opened the boy’s leather belt and just a second later, he found the button of those pants, opening it single-handedly. Dean could just force the zipper open, but he decided it would be more sexy just to slowly pull it down. 

After that, Robbie forced his butt up a little, and Dean just forced the boy’s pants down. Dean looked down without moving his mouth, but he could see the boy was wearing black Calvin Klein boxer briefs, and that cotton just couldn’t hold such a massive erection. That dick was just stretching the underwear, pointing up, twitching inside that underwear and leaking a bit!

And then, Dean couldn’t hold it any longer, he just pulled the the elastic band down and watched Robbie’s dick flop up and slap the boy’s shirt. When Dean grabbed that thick dick, it was warm, a bit wet and throbbing. Dean pressed it inside his hand and, with his first thrust, not only did he made Robbie moan a little, but the boy also gave his lips a little bite!

Never breaking that kiss, Dean sped up on the boy’s dick, firmly jerking the boy off, using his own constant ooze of pre-cum to lube the boy’s shaft. Dean was jerking that dick for about 2 minutes when he noticed Robbie getting his balls out of his underwear and start to play with them. A movement from Robbie’s other hand going towards Dean’s crotch got the boy alarmed and he used his support arm to block the boy. Robbie wanted to protest, but the fear of Dean stoping the whole thing made him pause!

Still alarmed, still feeling defensive, Dean kept on kissing the other boy, kept on jerking that massive shaft he DESPERATELY wanted to be looking at. In the end, the will to keep on kissing while his dick cried inside that metalic tube was greater. Soon, Robbie’s breath started getting erratic and dean knew the boy was getting closer to an orgasm. Then, Robbie moaned inside his mouth and Dean was quick on moving his left hand to cover the boy’s tip, collecting all the boy’s cum on his palm.

— Ohh my God, that was SO GREAT! — Robbie finally said after the tenth rope of cum rushed out of his tip and landed on Dean’s palm, filling it up! — Thank you so much!
— Where can i clean my hand? — Dean asked, nervous.
— Ohh, fuck! — Robbie replied, looking everywhere desperate. — Fuck… Man, just use my underwear! I don’t mind riding in my filth for a while!
— Okay! — Dean said but then decided on using the INSIDE of the boy’s underwear just to be a little cleaner. — I hope it was at least as good as the last time!
— Ohh, it was better since you done it from start to end! — Robbie replied. — Thank you, seriously!
— It was my pleasure! — Dean said, then decided to add. — Now pay me!
— Okay, business boy! — Robbie said, giving Dean another $150.00. — I’ll give you another $50.00 if you let me see your dick!
— Ohh man, today i’m not THAT desperate! — Dean replied.
— You really feel THAT bad about your dick? — Robbie asked.
— Yeah… I’m sorry! — Dean replied. — I just can’t! Maybe one day i’ll be desperate enough!
— I hope not, but i hope i can convince you one of this days! — Robbie replied. — So… That’s all that’s ever going to happen?
— I have no idea, man! — Dean replied. — I’m pretty new to this! Like, it’s not a denial, but i can’t promise you anymore!
— I’m sorry if i made you feel uncomfortable! — Robbie said, feeling guilty.
— No, it’s all good, man! — Dean replied, giving the boy a smile. — I met you today knowing this was a possibility and entered your car knowing what was going to happen! Hey, how about you drive me around the block and drive me to my car, i don’t want to look too suspicious!
— Bet you just want to ride in my car! — Robbie replied, teasing Dean and putting his soft dick away inside his wet underwear and closing his pants.
— Ride a dick, faggot! — Dean replied, making Robbie laugh.
— I like you, Dean! — Robbie said, smiling at him.
— I like you too, Robbie! — Dean said, laughing and shaking his head.

And so, Robbie turned the car on and drove off. Dean kept staring at the other boy, smiling at him, learning his facial expressions, and noticing how Robbie was nervous, still going through learning about a whole new aspect of his life. Dean showed the boy his way car and, upon arriving there, he went straight for a “free goodbye kiss” that got Robbie horny all over again.

Dean jumped to his car and watched as Robbie drove away, he didn't know that the boy had already opened his pants and was jerking himself off once again, too excited from the kiss. Dean, on the other hand, Had to calm himself down a little and finish the bottle of water on his door before he'd even start the car. He went straight back home after that, and the second he opened the door, he saw Colin sitting there, watching his reality shows, playing with his own feet.

— Just the guy i needed! — Dean said, still horny and desperate.
— What do you need, buddy? — Colin asked, curious. He could see how on the edge his best friend was.
— You said there was a way you'd be able to make me cum! — Dean replied, desperate.


r/ChastityStories • • 23h ago

M Chaste,F Keyholder Book 1: The Therapists Sissy Maid: Becoming Her Locked Sissy Maid: Part 9 NSFW

23 Upvotes

I use the paid versions of Grammarly and Readable to help make my writing more readable.

If you want early access to the next chapters of this novel and all my other stories, find them here: https://www.patreon.com/c/FemaleLedRelationships 

Prefer Amazon, you can find the full novel here: https://www.amazon.com/dp/B0HJZZX52D

The full story will be posted here.

Part 1 & Part 2 & Part 3 & Part 4 & Part 5 & Part 6 & Part 7 & Part 8

--------------------------------------------------------------------------------------------

Alexandra settled into her leather chair with deliberate grace, the glossy black latex of her pants creaking as she crossed one leg over the other. Her fingers toyed with the silver keys dangling from the necklace between her heavy breasts, rolling them slowly between her fingertips while David's eyes remained glued to the motion. 

His cock strained inside the flat steel chastity cage, the metal biting into his swollen flesh as it tried desperately to harden. A fresh bead of precum pushed through the front slot and dripped onto the floor between his feet.

She reached for the pair of black latex gloves on her desk, pulling them on with slow, deliberate movements. Each finger slid into place with a soft snap, the material stretching tight over her hands. David watched every motion, his breathing shallow and rapid.

“If you consent, I need to inspect the chastity cage as part of your treatment," she said, her tone professional and matter-of-fact. "It's best if you remove all your clothes."

David's face burned crimson. "All... all my clothes?"

"Yes," she replied firmly, her eyes never leaving his face. "I need to ensure everything is functioning properly as part of your treatment."

David's voice cracked as he forced the words out, "O-okay... I-I c-consent..."

His hands trembled as he bent down to untie his shoes, pulling them off along with his socks. He stood on shaky legs and began unbuttoning his black shirt with fumbling fingers, each button revealing more of his flushed chest. 

The shirt slipped from his shoulders and landed on the table beside him. His fingers worked at his belt next, the metal buckle clinking as he unfastened it and pushed his trousers down his legs. They pooled around his ankles before he stepped out of them.

His boxers came last. He hooked his thumbs into the waistband, hesitating for a moment before tugging them down so embarrassed and turned on. His locked cock and balls came into view, the flat steel chastity cage gleaming under the office lights. His face was scarlet as he placed the boxers on the table with the rest of his clothes.

"Take a seat," Alexandra instructed.

David lowered himself onto the leather couch, completely naked except for the steel device locked around his genitals. His small cock remained trapped inside the chastity cage, the metal pressing against his swollen flesh. Precum continued to leak steadily from the front slot, running down the cage and dripping onto his thighs. He sat with his knees pressed together, hands clenched in his lap, his entire body trembling with humiliation and desperate arousal.

Alexandra walked forward and approached him, her gloved hands reaching toward the chastity cage.

Alexandra's gloved fingers closed around the steel cage and the swollen balls beneath it. The latex stretched tight over her knuckles as she lifted the trapped package, weighing it in her palm. David's breath hitched. Her thumb traced the underside of his scrotum, rolling each testicle slowly between her fingers while the cage remained locked in place.

"These testicles are reaching maximum capacity already," she observed, her voice clinical yet laced with something darker. "You're leaking steadily. The cage is coated in a constant layer of precum."

Her grip tightened slightly, massaging the sensitive flesh. David's hips twitched involuntarily. The steel ring bit into the base of his cock as his body tried to respond. More clear fluid pushed through the front slot of the cage, coating her latex-covered fingers.

She held him there, one hand cupping his balls while the other traced the edges of the cage. The contrast between them was stark—her mid-thirties, tall and commanding in her black latex outfit, leather corset cinching her waist, long strict ponytail pulled tight, deep red lips curved in a knowing smile. Black boots planted firmly on the floor. Every inch of her radiated control.

David sat naked and trembling on the leather couch, twenty-one years old, short and petite, his face burning crimson. His small cock remained trapped inside the flat steel chastity cage, his balls heavy and tender in her gloved hand. He couldn't stop staring at her—the way her breasts strained against the latex, the keys nestled between them, the casual authority in every movement.

"The subject is ready for further therapy," Alexandra stated, giving his balls one final squeeze before releasing them. "Your body is responding exactly as intended."

She stepped back, removing the gloves. David remained seated, his cock throbbing uselessly inside the cage, his entire body flushed with humiliation and desperate need. The keys on her necklace swayed gently with her breathing.

Alexandra walked over and sat down in her leather chair, crossing her legs with deliberate slowness. The latex stretched across her thighs as she settled into the seat, her posture radiating complete authority. 

David's eyes followed every movement—her deep red lips parting slightly as she breathed, the way her breasts rose and fell within the glossy black material, the leather corset cinching her waist, and most of all, the silver keys nestled between her cleavage on their thin chain.

He sat completely naked on the couch across from her, his small body trembling. The flat steel chastity cage locked around his cock felt heavier than ever, the metal cold against his skin. 

His balls hung swollen and tender beneath the device, and he could feel the constant trickle of precum leaking from the front slot, dripping onto the leather beneath him. The humiliation burned through him—he was exposed, vulnerable, locked, while she remained fully dressed in her dominant attire.

She picked up her clipboard, pen poised above the paper. "How have you found the last week in the chastity cage?"

David's face flushed crimson. His mouth opened but no words came out at first. He stared at her lips, then her legs, then the keys between her breasts, his thoughts spinning wildly. "I... I... it's... it's on my mind every second," he finally managed, his voice cracking. "Every... every single second of the day. I can't... I can't stop thinking about it."

Alexandra nodded, writing something down. "Keep going."

His breathing grew heavier. The cage felt tighter as his body tried desperately to respond. "I'm... I'm used to cumming twice a day," he admitted, the words tumbling out in a rush. "Sometimes... sometimes three times. And now it's... it's zero. Nothing. I can't... I haven't been able to..."

She made another note on her clipboard, her expression calm and professional. "Masturbating won't help you achieve anything," she said matter-of-factly. "The chastity cage is going to help you not only embrace your submissive tendencies but focus on other people's needs as well."

David's cock throbbed uselessly inside the steel prison, another bead of precum pushing through the slot and sliding down his balls. He couldn't look away from her—from the confident way she sat, from the power she held over him, from those keys that represented his complete surrender.

Alexandra watched him with steady eyes, her pen poised above the clipboard. "David, do you consent to continuing this treatment?" she asked, her voice calm and professional.

"Yes," he blurted out immediately, his face burning red. "Anything for you."

Her panties grew instantly wetter between her thighs. The words hit her like a physical rush of arousal. She smiled slowly, deliberately, letting the silence stretch as she watched his reaction.

"Good boy, David," she said softly.

His balls visibly tightened beneath the steel cage. A thick bead of precum pushed through the slot at the front and dripped down onto the leather couch. His cock strained uselessly inside the metal prison, twitching and leaking in response to her praise. The humiliation made his entire body flush deeper.

Alexandra crossed her legs again, feeling the slick warmth between her thighs as she studied him. He looked so small and vulnerable sitting there completely naked, his petite frame trembling, his locked cock dripping steadily. 

The contrast was intoxicating—her body encased in powerful, glossy black latex that hugged every curve, the leather corset cinching her waist, the keys dangling between her breasts. She felt completely in control while he sat exposed and desperate before her.

She made another note on her clipboard, her eyes never leaving his leaking cage. “Now that you have consented to continuing the treatment, it’s time to get started."

Alexandra's lips curved into that knowing smile as she leaned forward, her latex creaking softly. "We're going to do the pictures exercise again with different pictures, David. Please place on the heart rate monitor”.

She reached across with deliberate slowness, her fingers wrapping around the edge of a fresh stack of photographs. Her eyes locked onto his, dark and commanding, never breaking contact as she lifted the stack.

David sat naked on the leather couch, his skin flushed deep crimson from his face down to his chest as his hands shook trying to attach the monitor. The steel chastity cage gleamed between his spread thighs, his cock straining uselessly against the flat cover. Clear precum leaked steadily from the tip, dripping down to form a small puddle on the leather beneath him. 

His hands trembled where they rested on his knees, his breathing shallow and rapid. 

She held the stack up between them, her gaze never wavering from his embarrassed, desperate expression. The first photograph slid free from her fingers and turned toward him.


r/ChastityStories • • 15h ago

M Chaste,F Keyholder Voyeurism West: Chapter Eight & Nine. NSFW

5 Upvotes

Chapter Eight

 

After a toast and some quick small talk, my wife and Channel were immediately giddy and off down the beach engaged in girl talk leaving me and Andre sat together alone. “So…happy anniversary I guess?” I awkwardly break the tension. “I don’t know how you do it man, I feel like everyone is staring at me, judging me. It is humiliating.” He kept trying to strategically hold his beer in a manner to block the view, obviously forgetting that it was glistening in the sun and wrapped around his waist as well. “You get used to it. Where the hell did Channel get one of those here anyways? That is a serious piece of kit. Secure and expensive too no doubt. For what it’s worth it looks great on you though. Definitely accentuates your ridiculously toned abs.” “Thanks I guess…” “Some advice, just let go of your ego and let go of your inhibitions. It’s a kink friendly resort, and besides you will likely never see any of these people again anyway. So just own it with confidence and people stop looking so much.” He nodded in timid agreement and slowly moved his hands away from his crotch and tried to look calm and causal. “Thanks, and yeah it was not cheap at all and I am still not sure I made the right choice, but Channel convinced me. I guess she has been really struggling with our relationship lately and was unsure what the future held for us, but she assured me that changes would absolutely be necessary for us to continue happily. I don’t want to lose her, she is the love of my life. I told her I realized my shortcomings and was willing to do anything to stay with her and make her happy, so here I am.” I just nodded in acknowledgment not wanting to interrupt his venting flow. “Also, they have a very well stocked store on the island full of kinky goods. She dragged me there yesterday to get me sized and fitted into this damn thing. Picked up some additional ‘accessories’ for it too, whatever the fuck that means.” I opened two more beers from the ice bucket handing him one. We sat silently draining half our bottles before I decide it may be best to change the subject, directing it away from what I from experience could certainly guess was a tight and increasingly uncomfortable situation down below. We chatted away as normal as possible bouncing from sports, to the cars, and any other macho manly subject we could think of; if for no other reason than to help him keep distracted from his new predicament and attire. This seemed to help for a time and was working a treat until our wives returned, glistening bronzed skin oiled up and shining like a beacon against the soft white sand. With them some refreshed drinks and some new companions.

 

With them was a towering porcelain goddess of a woman, simply excreting power and authority, a red leather leash wrapped around her hand. The other end was connected to a massive and heavy looking steel collar which was locked around the neck of an absolute behemoth of a man. He simply must have been a body builder as every part of him was inhumanly massive. His muscles were impressive enough, but that is not what was drawing the attention of nearly every single beach goer as they passed. Andre was fairly jacked, especially in comparison to me, but this man was on a whole other level. That said, it was hard to tell if it was his toned body drawing the attention of others or the rest of the scene before me. I suspected the attention was more to do with the  leash, collar and tight black leather deprivation hood that was securely locked on his head with several padlocks. As they neared, I realized this was accompanied by a woven mess of rope pulled taut at the back which boosted the definition of his muscle tone. Another thicker rope was secured to the back of his collar via a D-ring at one end and tethered at the other to what appeared to be a steel hook being pulled deeply into his ass forcing his head to be held uncomfortably high as he crawled along on all fours besides his ‘handler.’ His eyes were covered in a blindfold which looked to have minuscule holes poked in it allowing some level of visibility though I could scarcely imagine it allotted much.  His mouth was covered in what I suspected to be some sort of locking gag. As they arrived in front of us a sharp tug came to first the leash halting him and then to the chord running down his back causing a muffled grown abruptly followed by the muscle toned slave rising to his knees, hands straight to the back of his head, exposing in full the massively oversized physic contrasted heavily by a shiny metal cage roughly the size of my own nestled between the rippled thighs. His muscles flexed and shifted with each breath, the glistening skin pulled tight over the god like definition. “Hello again Andre, subby, meet our new friends. Goddess Sophia here runs the femdom clinic on this island and has kindly invited us to attend this evening as her guests of honor. How lucky are we to have run into her taking her slave for a long hot walk on the beach? Well, aren’t one of you going to offer her a drink?”

 

I shakily reached for the ice bucket and offered her a beer, unable to take my eyes from her piercing gaze and her slave’s situation beside her. She took it with a faint smirk, and downed the whole bottle handing it back to me. It was about this time I realize that I too had instinctually risen to my knees and remained there before this woman, as it just seemed proper somehow. Andre however was frozen, legs spread sitting on a towel jaw dropped, eyes wide with a mix of fear and lingering regret now radiating from them as he looked pleadingly at Channel for some sign of reassurance that this was not their path ahead. With a simple snap in front of his face, the hooded, barely seeing eyes immediately met hers, she gestured some signals with her hands and he returned to his hands and knees making his way in a slow crawl towards the bar further up the beach. “Well one of you two better accompany him, he will find it hard to give a drink order with that gag fully inflated in his sad little mouth.” My wife followed suit snapping to gain my own attention, sending me on my way with their drink orders, Andre sat still frozen in fear. I walked in shock as well, slowly gaining on the crawling behemoth, I realized from behind his balls were also held taut in a humbler. Letting the humbled giant lead the way, I knew at once we were in for trouble tonight and I had better be extra attentive and caring until then to better my chances at whatever was to come. I truly hoped for his sake that Andre could check his ego at the door as well and quick. Goddess Sophia’s slave remained on his knees never once shifting his gaze towards me as I ordered drinks which came on a silver tray, this time with leather straps attached. I was instructed by the bartender to strap the tray down to the giant’s back, as per usual it seemed, and then place the drinks carefully on there so as they would not spill. Apparently, this was just common and expected so I did as told without further question. It was at this time I noticed the ankle and wrist cuffs he was wearing.

 

They were stainless or titanium to match the heavy duty collar. More shockingly they had no visible seems or locks and instead all appeared to be welded in place! My hair stood on end as a jolt of total terror washed over me, this was no game they were playing, no front or show they were putting on, this was real. This muscle toned behemoth truly was her slave and plaything and this completely docile and unwavering obedience was just the expectation for him at all times. This was all too much and I too, like Andre, found myself regretting and wondering if I fucked up, was it too late for me? Was this to be my fate as well? As I watched the giant before me crawling slowly across the screaming hot sand slower than ever, his hands, feet and knees surely burning in pain. His focus remained unwaveringly on nothing more than what was immediately in front of him and not spilling the cocktails upon his back. I ordered two tall shots of rum, downed them both and made my way back just in time for the crawling drink delivery to arrive. Andre was now on his knees at Channels feet giving her a vigorous foot rub as if his life depended on it and I was now starting to wonder as well if perhaps to a degree, it did? As Goddess Sophia handed out the drinks from her slaves back ending on her own brimmed daiquiri, she unfastened the tray holding it up before her slaves obscured vision to show one faintly, barely discernible drop slowly running down its surface. With a look of displeasure and not so much as a word, she pointed to the palm beside us where a hammock had been anchored off and with a muffled whimper, he obediently crawled towards it. Taking a sip, she excused herself, explaining that her slave had failed this simple task and must be punished accordingly and we all looked on with intrigue as to what this would mean. Andre and I with a sense of impending terror and doom, our wives with an alarming look of excitement and inspiration. The hammock was unhooked and a small padlock swiftly secured his hands behind his head to the tree anchor. His legs were spread wide and ankles tied off with rope behind the tree causing him to fall what looked to be painfully forward. His back was arched sharply backwards and his wrists and collar seemed to awkwardly be supporting the majority of his weight. His abs now appearing more chiseled and cut than ever;  the skin of his abdomen was drawn over the flexed and strained muscles like a drum, a brand clearly visible burnt into his chest long ago. Goddess Sophia then walked towards the bar, where she quickly borrowed the chalkboard cocktail sign stuck in the sand behind. She wiped it clean and wrote something else in its place before returning with it under one arm. She stuck it in the sand beside her helplessly exposed and uncomfortably bound muscle slave and made an inhumanly loud announcement to anyone within earshot. “Ladies and gentlemen, this is my slave. He has failed me. He deserves punishment but frankly I cannot be bothered to give him the privilege of my divine attention if he cannot obey a simple task. So, I have with me one-hundred coupons for 15% off at our island sexual superstore by the main entrance. If you would like to have one of these coupons the price is simple. Make your way over and complete this one easy task. Help me punish this useless bitch and claim your reward. Step right up folks! Come and get ‘em while they last!” As a few interested bodies began to come our way, goddess Sophia returned to her drink and my heart nearly stopped beating. What she had written on the sign was quite devious but effective, I would never displease her no matter what! Coupons for kicks! Destroy my slave’s worthless balls! 5 kicks=1coupon, 15kicks=2coupons, 25kicks=3coupons, 50+=50%off. Holy fuck! Me and Andre exchange and look of shared terror, her slaves chest was now heaving with the anticipation of the impending torment. Helplessly bound and forced to look straight ahead by the hook still tugging deeply at his ass, his wrists and collar padlocked to the tree, there was no way of budging at all. With that the humbler was removed and for the first time his caged cock and balls swayed freely between his widespread tree trunk sized thighs.  

 

My stomach was flipping as I massaged Mistress’ full body, Andre doing the same to Channel. Both of us tried to ignore the agonizing and brutal punishment being continually dished out just feet from us as our ladies made unbelievably normal small talk with Goddess Sophia about shoes, outfits and their favorite restaurants back home. Goddess Sophie causally turning on occasion to hand out coupons as they were earned. This had been going on near an hour at this point and there was still a sizeable stack of coupons left. The muscle toned giant of a man had slumped into a heaping pile of defeat and agony; his will clearly residing to his fate. I was certain at this point the only thing keeping him upright, masked head looking forward, exposed and on his knees was the hook deeply seated in his ass and the steel cuffs on his wrists and neck which now took his full weight as he hung there almost lifelessly heavily breathing. I had lost count of the hard kicks he had endured long ago as I was now trying to drown out the sound of the hard slapping thuds and guttural groans from deep within the helplessly anguished being before us. As the sun began to sink low, Anna and Channel both decided they were hungry, but first that they would like a discount as well and decided to take their turn working over his now deeply bruised and purple balls, both opting for the 50% option thanking Goddess Sophia and saying they would see her after dinner for her seminar. Andre and I were ordered to thank her for the show and motivation and follow our wives back towards the restaurant for a meal, my appetite thoroughly now gone.

 

As I wasn’t eating anyways, Mistress ordered me to kneel besides her throughout the dinner to massage her feet as they were sore from kicking earlier. Andre sat still, almost silent and staring into space until he was asked to do the same. I suspected that ‘asking’ would soon shift towards instructing for them as well. As our wives finished their meals, we were dragged along the path in complete and utter terror towards the seminar building the image of Goddess Sophia’s beaten and defeated slave still fresh in our minds. His balls were still enduring the punishment even as we had left for supper. Would he be here as well? Hell, would he even be in a conscious enough state to get here or had she just left him there still anchored, kneeling to that tree? The answer came suddenly as we entered the conference room, to find him horizontally suspended in a full body cage on full display, about two feet off the floor. The steel cage had been painstakingly fitted tightly to every inch of his body disallowing even the slightest movement of any kind. His green eyes were now visible. Bloodshot, puffy, and deeply entranced with a residual sense of hopelessness no doubt from recent substantial and severe fate. He was completely hairless, no body hair, shaved head, not even eyebrows. Attached to his mouth a funnel gag with a small sign hanging from the cage welcoming the use as toilet and disposal of any other liquids desired. His balls swollen and bruised now looked twice the size, and dark. This women was truly insane. My heart dropped further as we came to the stage, riddled with everything you could possibly imagine the kinkiest and wildest of sex dungeons and a big sign off to the side, volunteers required. My fate was literally written on the walls, I could sense it.   

 

Mistress had immediately signed us up, Channel did not do so just yet, still timid in her new role, to Andres great relief I am sure. I however, was told to get on my knees on stage and wait but not to worry. It was a light entry level instructional talk tonight. I did as instructed, a muzzle was swiftly fitted to my mouth which was tightly latched into place with a series of straps running around my head and nearly over my eyes. My hands were then cuffed and locked behind my back leaving my cage on full display to all in the crowed and nothing for me to do but sit their silently and look pleadingly at my Mistress in hopes she would change her mind. I was met only with a gaze of intense lustful excitement. I was fucked. As the lesson began, I sat obediently on my heels at Goddess Sophia’s side listening intently just as her own slave had done fearing anything even closely resembling his fate should I fail. She welcomed all and told them to enjoy her slave behind them for the evening as he was free for use and introduced me by name and as a brave, helpful and willing volunteer. I burned with blushing red embarrassment, a rope of nervous precum leaking slowly towards the stage. She continued on with her lesson, all of which seemed purely academic and not requiring me. This was a great relief, though I scarcely heard a word of it in my current state of completely mortified humility. Then I felt a hand lightly slap my face and snapped too. “I said up slave, on your feet now!” I obeyed faster than I even knew possible and looked pleadingly with apology at my having zoned out. I was led to what I knew from many years of selfish porn consumption to be a saint Andrews cross and my ankles and wrists were secured, my ass now on full display to the crowd behind. “Now we will begin our lesson on impact play, punishments, the various instruments that can be used and where on the body is safe to use each.” I swallowed hard as I prepared for the pain to come.

 

Fortunately, Goddess Sophia went somewhat gentle on me only using each implement a few times, some hurting far worse than others. I almost leapt out of my skin the first time the whip made contact with my shoulder blades. As the whole of the back half my body lightly burned in various shades of red, I was spun around and resecured, this time facing the crowd, with light tears in my eyes more from humiliation than anything else. She demonstrated everything once more on my front half, when done I was swiftly flipped backwards so I was now looking nearly straight up at the roof as she moved onto cbt, ball busting and the soles of my feet. I was stood back up and told with a gentle whisper that the worst was over and I had done splendidly, so now time for some pleasure. I was let free and led to what seemed to be a makeshift shower with a long hose that was swiftly stuffed up my tight ass as I was used to show how to properly clean out for anal play. This was the most humiliating moment of my life as I was hosed out on stage by a Goddess, muzzled and cuffed before a crowd looking at me like an instructional dummy in health class. When the water ran clear, it was shut off and I was lead to a bench like piece of furniture, bent over it face down and secured tightly with ankle, wrist, thigh and back straps. “Now to conclude todays lessons. Prostate health, milking and pegging. As a bonus we have another volunteer showing off one of our retail toys growing in popularity. Andre come on up!” I was mortified to see him bashfully join me on stage, muzzled and caged same as I, but this time with a massive fake dick attached to the front of his chastity belt. He was shown off, his full belt device discussed as well and then attention turned to the helpful attachments which could be purchased with it. He was then instructed to kneel in front of me and look into my eyes while my ass was prepared for him. He did so, sharing a mutually apologetic and embarrassed look deep in each other’s souls, our faces just inches apart. Odd sensations washed over me as various toys were inserted, various methods were shown to milk me for prostate health and before long a clear cup was help up to the crowd with an impressive amount of cum in it. I had come to realize it was all mine despite the fact I felt almost nothing, it had been dribbling out the whole time. My pent up hyper full balls were now empty, yet I felt little to no relief. Andre was then led around behind me and instructed to fuck me long and hard while Goddess Sophia wrapped up her seminar which he did so with a vigor as if he were fucking me with his real cock. I felt like I was about to be split in half, but as the initial discomfort faded into immense pleasure I slipped into submissive bliss. To my complete shock before she concluded her lecture I had a full body shaking, trembling, dry orgasm as my newly cage friend fucked my ass with a strap on in front of a sizeable crowd. They all applauded our efforts, and then Goddess Sophia’s as she concluded and told all to have a wonderful evening and go pick up some toys for their own pleasure at the store on their way back.

 

I must have effectively blacked out as I came to slumped over Andre’s shoulder just as we entered one of our villas. I was laid out still groggy on the lounge by the pool handed a beer and hit in the face with droplets of water from the splash back as he dove into the pool beside. A while later the world came back to me, my ass felt hollow and my full body ached a deep muscular ache. He apologized profusely for the evening as he had no choice and handed me another beer. I took it and told him no apologies necessary, thanked him for the lift back with a little chuckle. We sipped our drinks and we just chatted and reflected about the day’s insanity and our prospective futures within our own relationships. I later learned that our wives had went for drinks with Goddess Sophia and then were off to the super store to use those 50% off coupons. I suspected that we should both expect some serious changes and fun not just for our last few days, but when we got home as well. Surely this could not be good news, or could it?

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Chapter Nine

 

That fateful vacation for my wife and I was six months ago. Our dynamic had absolutely been permanently changed for the better I soon found out, but it was a hard transition. Our life was now far more kink oriented, we were in a full female dominated relationship and I had not had a full orgasm since before we left for the trip. Hell, I had not even been allowed so much as an erection. My cock cage was permanent at this point and had not once been removed for anything. Andre and Channel stayed in touch, we had even managed to get together a few times since then as fortunately it turned out that they lived just a few hours from us. He too was now locked nearly all the time, though Channel still loved to use his massive cock from time to time. So he was at least lucky enough to get released for sex whenever she wanted it, which was roughly once every month or two from what we had gathered. Mistress Anna, as I was now to referred to my lovely wife, was now my owner and stepping into her role quite comfortably. I have been collared, it was a thick heavy collar, though not so much as seen on the island though. Mine as well however was pretty much never to be removed again with the matching set of ankle and wrist cuffs nearly permanently installed as well.

 

Miss had drawn up a slave contract based on one Goddess Sophia had provided her with. This was gifted to me a few months after our return when she asked if I would make it official and become her lawful and true property to which I agreed. We had it legally finalized with Channel and Andre there to bear witness. I am now fully hers to do with as she pleases. I never wear clothes unless in public and have also been told my days of orgasming like a man are over. I obediently serve her and all of her new kinky friends every wish and desire at all times. I have most recently been marked with a few tattoos of her choosing showing that I am now her property. It was a hard transition, but I truthfully find that I am happy and content in my new role. My life has become far less complicated and in many ways more fulfilling. My sole purpose now is to obey and please my loving wife and Mistress, nothing more and nothing less. All else is irrelevant and does not matter. She has orgasms as she pleases, frequently takes lovers with my full support. I am even lucky enough to quite often be included in their love making. I am regularly face fucked, pegged or having my ass used by her and her lovers, which I too have found greatly pleasurable. My ass and balls are regularly beaten for maintenance or for punishments on the rare occasion I fail to submit to Mistress’ satisfaction. We are scheduled to return to Voyeurism West in one month’s time for a final audition for a permanent position I am told. Goddess Sophia recommended us for full-time employment, as entertainment and educators, which of course Mistress eagerly accepted. If all goes well, we will be packing up here for good and moving there indefinitely. I am told that I could potentially be made available for rent by guests as well should Mistress choose. At the very least we would be required to give regular lessons and demonstrations, but the rest of our time we could simply enjoy the island as our home in one of the private villas on the outer edge of the resort reserved for the full-time employees. If our application was accepted however, all my hair would be required to be lasered off over several sessions, a new cage would be welded on with no chance of removal and my clothes would all be discarded as they would no longer be required. I would live out my days a permanently denied show pony and slave for hire, should she chose, at the resort. Either way I would spend the rest of my days serving Mistress Anna and whomever paid to loan me in a tropical and kinky paradise. How did I ever get so lucky? Would they accept our application and recommendation? Fuck me I hoped so! Our house went on the market this morning and all our stuff is on marketplace. Our destiny awaits, one way or another we are headed back to the island that made us who we are now.

 

Our house had sold, my possessions were sold off, my last scraps of clothing were thrown into a donation bin and soon the tiny boat awaited. We were greeted once more by a smartly dressed man in white linen, this time my wife was addressed as Mistress Anna and I her slave was told to get the bags and follow behind. I did as instructed, wrestling the three large suitcases of all we had left towards the welcome center. This time we did not enter, we went left in the opposite direction of the resort to a much larger and far nicer waterfront villa than we had been shown to last time and were welcomed in. Upon the table sat a stack of papers and a single golden fountain pen. “Welcome to your new home Mistress Anna. If you would go through and sign these documents, I will escort your slave husband to the dungeon quarters and secure him properly for his final preparations. We will mark him with our official brand on his chest, give him his slave numbers on the back of his head and his new cage, cuffs and collar will all be permanently sealed in place just as soon as you sign.” With a quick thumbing over, Mistress picked up the elegant pen, signed several times and handed it all to the man while I knelt off to the side in silence. “Very good madam. Now, would you like your slave to be returned to live here with you in your home full time? Or would you prefer we prepare a cell in the servants housing quarters?” My cock had sprung to life with more vigor than it had in months. We had gotten the position, but nothing was mentioned about slave quarters! Was my once sweet and vanilla wife really considering living here without me and confining me to a life of service and solitude as a kinky island slave for hire? “I think I’ll keep him close by with me, I still have many needs of my own that he caters to. But maybe I could reserve one of those rooms for if he should ever disappoint me? Afterall, all things fade, I may wish to use it more indefinitely one day.” I sighed notably with relief. “Since you were so kind as to offer it however, I feel inclined to accept your generosity, so yes. If you could be so kind as to prepare a cell for subby here, I shall get settled in for a time on my own and he can get a glimpse of motivation to strive for perfection in his service. Shall we say a week in his cell to kick things off? No, we had better make it at least two while his markers heal.” With a smiling nod from the man, I was led away wide eyed in disbelief at my ears towards the back room of our home.

 

As we left the house out the back door, I looked back with pleading eyes towards mistress, she returned a sadistic wink and endearing grin. I found myself led some ways away and into a sterile and soundproofed room with heavy chain restraints hanging from the white tiled ceiling and walls. I was tightly secured to restraints and a button was pushed. My arms and legs were all drawn apart until the chains painfully tugged at my joints and my feet were lifted and inched off the ground until the very tips of my toes just scarcely touched. An inflatable gag was placed in my mouth and pumped up to what felt like far too full and what appeared to be a welding cart was rolled in by a heavily tattooed woman. “Shall we begin lovey? Not that you have much choice anyways, your Mistress and owner just finished signing your life away, so you are all mine now I am afraid. Anyways, this may hurt a bit, better get used to it.” She disappeared around the back of me and I felt needles carving into the back of my head as a gentle hum vibrated my skull. As she did this, several others entered with hair removal lasers and zapped every inch of my body. When they had finished, the tattooed woman removed my cage, for the first time in more than half a year, my dick had been freed. This was short lived however as from her cart she picked up a shorter and far more secure looking model. As she held it up to my still flaccid penis, she shook her head and picked up another. She did this several times before her lightbulb moment seemed to trigger. Standing up she left the room through the door behind me. I heard footsteps approaching down what sounded like a narrow hallway and soon felt the cold touch of metal once more. This time not on my crotch though but my hips and ass first. She had returned with a full belt design. I felt my heart skip a beat as something similar to a metal pair briefs was a snuggly sized and secured on me. My entire crotch was fully encased, as was my ass apart from a small panel at the front and hole in the rear. A curved metal tube roughly four inches in length was then fed into my urethra, a threaded pin securing it in place via my Pa piercing. This was then secured rigidly by a short snug tube that was welded into the belts front panel. The woman popped the front into place and flipped down her welding mask. Within seconds my poor cock was engulfed in immense heat. Moments later I had nearly blacked out, only to come to felling the still hot metal on my crotch, neck, wrist and ankles.

 

These were accompanied by the familiar sting of a fresh wrapped tattoo on my skull and a painful brand on my chest. As my eyes slowly lift and adjust to the now dark, I am met with the sad look of a ridiculous and truly hopeless being before me. Nothing but mindless servitude, horny desperation and defeat in the now blank stare. It was the same look I had seen those months ago in the muscle toned slave through his mesh hooded eyes. A mix of deep despair and odd contentment in ‘its’ lot for ‘it’ was a man no longer. No, ‘it’ was a mindless, obedient slave. ‘It’ had no goals, no dreams, no aspirations. No, ‘it’ simply had one purpose and was well aware of that purpose. Mindless servitude to any and all who sought it. This was ‘its’ last remaining purpose in life. Those sad pleading eyes he saw all those months ago that stared back at him, now suddenly seemed less sad, just hollow. There was not a thought left behind them, just a burning desire, no a calling, to obey and serve without thought or hesitation. The only difference is that those eyes were a different color now and the body they belonged to was not that of the behemoth muscle toned slave from their last visit. No, this body was more slender and weak. With a hint of familiarity and a shining steel full belt securely welded in place. This body was that of my own, or at least it used to be. As I stare into my own empty slave eyes, suspended spread eagle still unable to reach the ground fully, it is as if my soul has been replace. I blink once long and hard and my former life is forgotten to me, a thing of the past. Max was no more, this body, this mind was now that of slave 274 or slave M., to my once loving wife turned sadistically kind Mistress. ‘It’s’ former lustful desires and hopes were gone, replaced only with an overwhelming need to selflessly obey, serve and please as a good slave should. The lights flip on quickly and the soft but stern voice follows. “Good morning slave, ready for the first day of the rest of you docile, subservient life?” I nod frantically unable to see or speak with tears of happiness and excitement welling in my eyes. The chains rattling and tugging at my joints in my desperation to begin. “Good boy, I’m going for drinks with Goddess Sophia, I’ll be back tonight. I had better not let you get too comfortable though. She disappears behind me and a massive dildo is pressed deeply and swiftly into my ass through the rear access hole. She returns to the door turning and blowing a kiss as she flips the lights off and a heavy bolt slams shut on the other side of the steel door. I was in complete blackness now as I began accepting my situation and getting familiar with the girthy fullness of my ass. That is when the mechanical hum began. A spurt of lube flowed from the tip of the massive cock which then began to move upwards stretching me even further and deeper.

 

The speed and depth increased gradually with each thrust, before long what must have been a twelve inch dildo was ramming its way home into my ass with savage verbosity alternating thrust, depths and speeds periodically. I trembled and shook as my prostate and balls drained out onto the floor time and time again. I gave into my fate. A sense of satisfaction and contentment washed over me, mind and body. I was home, I had found my calling, my purpose in this life. I was to suffer and serve for the amusement of others. Especially for that of Mistress Anna. I was a lowly slave kept here to be used and abused by those superior to me. My brain was to erase and be filled with but one thought at all times, and from this day forward, I was happy to oblige. My thoughts and worries all faded away, the discomfort in my ass faded into an indifferent dull sensation. One word repeated itself in a soft cooing hypnotic voice within my brain as my body became a slave to itself as well. “Obey. Obey. Obey. Obey.” This was my divine truth, my sole purpose from this day forth. I would be a good boy and obey no matter what, I had to. It is who I was, it was all I knew now and all I desired. As I stare into the dark abyss, my ass being pounded mercilessly and my joints burning under my own hanging weight I felt nothing. I must endure. I must obey. Perhaps if I did good, Mistress anna would allow me to live in with her as her personal servant in a couple weeks time. Or perhaps this was to be my new home?

 


r/ChastityStories • • 1d ago

M Chaste,F Keyholder Sorority Rush - Part 2 NSFW

124 Upvotes

The walk to the Pi Delta house felt like he was marching himself to the gallows. He cursed himself for not thinking enough about what he was getting himself into. He was truly happy that he had been able to help Hannah out, but he wasn’t sure it was worth what he was about to endure. The dangling carrot that was the promise of being introduced to the other sisters of Pi Delta by Hannah had distracted him from the fact that all the gorgeous girls he was about to meet would know his dick was trapped in a tiny remote-controlled chastity cage.

And his dick had been straining against that cage ever since he met Hannah outside of her dorm building. She came out in a white tennis skirt that ended just past the curve of her pert little bubble butt and a pink Pi Delta cropped t-shirt, her smooth stomach peeking out with every movement. The sight of her made his heart beat faster and blood rush to his groin. He had been forced to turn away from her to hide the grimace on his face as his penis swelled against the tight confines of its prison.

The hug that she wrapped him up in didn’t help his predicament at all.

“Thank you again for doing this for me,” she said as she bounced away from him, starting their short journey to the sorority house. “I promise I’ll make it up to you. Once my new sisters get to know you, I bet you’ll have to fend them off with a baseball bat. They’ll all see what a catch you are.”

If only she could see what she claimed her sorority sisters would. Her words were kind, but all they did was kick him farther into the friendzone. At least her unintentionally cruel words had the added bonus of throwing a bucket of cold water over his arousal. He raced to keep up with her shorter but fast strides as he was finally able to walk comfortably, his dick no longer fighting to grow erect.

“How many people do you think managed to complete their task?” Noah asked, determined to fill the awkward silence that had been growing and act as if nothing was different between them. Even though everything was different, even if it was just for a night. Hannah held complete control over his most prized body part. He was completely at her mercy. Regardless of how much he trusted her, the thought was still enough to set his heart to racing.

“I don’t know,” she said morosely. Clearly the idea of a bunch of her newfound friends failing to join the sorority was a sad topic. “Mai, Taylor and Chloe have boyfriends so they’ll probably be fine. Although Mai didn’t meet hers until she got to campus so the guy might decide to run for the hills instead. And I’d never bet against Sofia in a challenge like this. I think I blush every time she speaks. But including me, that only gets to five out of the eight of us. And I’m not sure if all those I named are locks. I doubt every guy is as cool with this as you’ve been.”

Was he cool with it? Or was he just too weak to tell Hannah no? The longer his penis was trapped in the cage, the more he leaned towards the latter. Maybe if he were in a relationship with Hannah it would have been no big deal, but instead he was engaging in a highly sexual kink with a girl who thought of him more as a brother than a person she could be attracted to. And as much as he tried to deny it, he felt a perverse sense of arousal about the whole thing. He hadn’t noticed it until he was back in her presence, but when his dick strained against the cage it was almost like it was actually Hannah who was squeezing it into submission.

“Maybe they’ll surprise you,” he said. Trying to cheer her up about the potential of being separated from her new friends. “If they’re all as beautiful as you, I bet they were all able to find someone to help them out.”

“Stop that,” she laughed, punching him in the shoulder. “They’re all way prettier than me. But maybe you’re right. I bet there are plenty of guys that would agree to wear a chastity cage for a few hours just for the chance to talk with them.” The thought that the task might have been easier than she initially thought put a pep in her step and they were soon walking up the front path of the Pi Delta sorority house.

Hannah led the way up the dozen or so steps to the massive porch that stretched the entirety of the front of the house. Large stone columns lined the front of it, succeeding in giving off the Greek vibe that the architect had clearly been going for.

Standing on the porch and guarding the entrance were two of the hottest girls Noah had ever seen, a small box with a handful of phones in it sat on a table beside them. They were both wearing the same shirt as Hannah, but the taller brunette’s was visibly struggling to contain her large chest. They both wore tight, little jean shorts that showed off their long, tanned legs.

“Hannah! You actually made it,” the blonde said, sounding pleasantly surprised. “Some of us were worried that you wouldn’t have what it takes to see this last task through. Stella really whipped up a doozy for you girls this year.

“I couldn’t have done it without Noah’s help. He’s been so understanding about the whole thing,” Hannah said, blushing and looking at her feet. “Have many of the other pledges showed up yet?”

“You’re the fifth so far,” the busty brunette said, indicating the box of phones sitting next to her. “If you two would unlock your phones and hand them over, you’ll be good to go and enjoy the party.”

“What? Why do you need our phones to be unlocked?” Noah blurted out, speaking for the first time since they had arrived. It sounded like just one more invasion of his privacy.

“To confirm that you are actually wearing the chastity cage and that it is linked to Hannah’s account,” the brunette responded, clearly not too interested in hearing his complaints. “I guess you could technically just drop your pants right here on the porch but Stella said this would be easier and less intrusive.”

“It will be fine, Noah,” Hannah said, already unlocking her phone and handing it over. “You can trust them. They’re super nice.”

In for a penny, he thought. He handed his unlocked phone over, glad that all his porn viewing was done in a private browser that deleted his history immediately upon his exiting out of the app.

With the phones collected, the two older sisters broke out into giant grins. “Welcome to Pi Delta, sister!” they both cheered, offering Hannah a hug each.

With a beaming smile on her face, Hannah took his hand and led him past the sisters and into the party. The interior was like something out of a movie. There was loud music, flashing lights, red solo cups everywhere, and a room full of college girls that would make Victoria’s Secret supermodels nervous about their job security. What wasn’t like any college movie he had ever seen, other than in a few enjoyable porn films he’d come across, was that there were almost no men in sight. He could only see two of what should have been the other four men in the house.

“Come on,” Hannah said, tugging him along behind her. “I’ll introduce you to some of the other girls. And I want to find the other pledges. I want to know who is gonna become a full sister with me.”

Noah felt like he was an exhibit in a zoo as he was dragged through the press of gorgeous sorority girls, every eye in the room on him. He could feel color rising to his face at all the cheeky smiles and whispered comments he saw as he followed Hannah towards where the red solo cups were being served from.

“I figured you could use a little liquid encouragement,” Hannah said, passing him a cup she had just collected that was nearly foaming over with beer. He wasn’t much of a drinker but Hannah was definitely right that a little alcohol would help calm his nerves. Taking a long sip, he allowed the frothy beer to settle him. He was one of five guys at a party with the hottest girls on campus he told himself. He could handle another three hours in a chastity cage and enjoy the experience. And when it was over, he’d have plenty of new material to add to his mental spank bank. 

“I see some of the others,” Hannah squealed, leading the way into the center of an impromptu dance floor. His penis started to swell painfully again as they jostled their way through the throng of partying sorority girls. He was bumping shoulders with the most beautiful girls on campus and he could swear that some of them were shooting him suggestive smiles.

When Hannah pulled him to a stop, he saw that they were standing next to four young women and three guys. The awkward eye contact that passed between him and the other boys confirmed that they weren’t any more comfortable than himself with the circumstances that led to them being invited to the party.

“I’m so glad you guys made it,” Hannah yelled over the music, jumping up and down with excitement. “I was so worried that no one else would be able to convince a guy to help them out.”

“You’re one to talk,” a skinny Asian woman with silky black hair laughed. “Three of us had boyfriends to drag along. The only person I thought was less likely to succeed than you was Bailey, but here she is.” She nodded towards a shorter blonde girl with glasses. She had the picture-perfect cute nerd look going for her. “You two are just so nice and innocent.”

Noah could see Hannah blushing even in the poorly lit room. “I really didn’t think I stood a chance either,” she said. “Luckily my bestie Noah here agreed to help me out. Oh, right, this is Noah everyone. And Noah, this is Mai, Taylor, Chloe and Bailey.” She pointed to the Asian woman, a stunning black woman stacked with curves, a gorgeous redhead with the cutest freckles dotting her nose and the cute, nerdy girl in turn.

“It’s, uhh, nice to meet you all,” Noah said awkwardly. His predicament felt more real than ever now. Four gorgeous women now knew his name and would always associate him with having been locked in a tiny chastity cage when they first met.

“So how did you pull it off Bailey? I hoped the others would manage because of their boyfriends, but I only did it because Noah is such a great friend?”

“I sort of took Stella’s advice,” she said with such a quiet voice that it could barely be heard above the music.

“What?” Hannah screamed. “You offered someone sex so they’d let you lock them in a chastity cage?”

“No. No. No,” Bailey quickly said, waving her arms around and looking even more embarrassed than she sounded. “I meant her other advice. I sort of blackmailed someone into helping me complete the task.”

“You what? Is that why your boy isn’t hanging out with you?” Hannah said.

This cute little nerdy girl blackmailed someone? It didn’t seem possible. He couldn’t imagine being locked in the damned Cyberlok cage by someone that blackmailed him into putting it on. He was even more thankful that he trusted Hannah so much and knew that he’d be taking his off right when he got back to his dorm room.

“I know, I feel terrible. I just didn’t know what else to do. I was positive I was going to fail the challenge until an opportunity fell in my lap last night. I was walking down my dorm hallway when I happened to see a guy taking a pervy photo of a girl that lives on my floor. She was walking back to her room from the showers in just her towel and it was so short that like half her ass was hanging out the bottom of it. I don’t know what came over me but when I saw some random guy enter the hall before me and quickly fish his phone out to take a photo, I did the same thing and took one of him doing it. He was so scared that he’d get expelled that he practically begged to do anything for me if I deleted the evidence.

“So I got him locked in the Cyberlok cage that Stella gave us and told him he had to come to the party tonight. I also may have added an extra day to his chastity sentence as punishment for being a perve,” she finished, looking at the floor and blushing.

Oh man, that sounded brutal. The poor guy just wanted a picture to remind him of his good luck that some college coed had decided to walk down a public hallway with her ass hanging out of a towel. Noah felt his cock pressing against his cage at the thought of the careless girl and her towel. It was every guys dream to accidently stumble across a partially naked girl at college, just like in the movies.

“Oh. My. God,” Hannah squealed. “You are so bad. No wonder he doesn’t want to hang out with you.”

“That’s what I said,” Taylor chimed in for the first time. “The poor guy was probably about to race back to his room and jerk off, but instead Bailey has his dick trapped until tomorrow night. He must be so horny.”

Noah groaned in sympathy with the poor guy. He couldn’t imagine having to put the cage on if he was super turned on. Let alone having it locked for multiple days. He didn’t think he’d be able to handle more than the couple hours he was going to have to wear it for.

“Wait. Where’s Sofia? It’s gotta be past the 9 o’clock deadline. I was almost positive that she’d pull it off,” Hannah said, standing on her tiptoes and trying to look around the crowded room.

As if she had been summoned, the front door to the house opened and a very scared looking Latina slowly trudged in, followed by a man who stood at least a foot taller than her. He looked like your stereotypical jock. The blonde girl who had been guarding the door outside slipped past the two newcomers and disappeared into the crowd.

“Oh no. She missed the deadline by ten minutes,” Chloe said. She was the only one among them wearing a watch. “I wonder what Stella is going to do.”

Most of the conversation in the room had died down, leaving just the blaring music pumping in the background, as everyone stared at the two nervous looking people standing just inside the door.

An older looking sister marched through the crowd, trailed by the blonde girl who had rushed away, and came to stand before the girl that he assumed was Sofia. After a quick conversation with the cowering girl, Hannah informed him that the older girl was their pledge mistress Stella, she signaled for the music to be turned down.

“Listen up, ladies…and a few fine young men,” she said, getting a round of laughter at the mention of the five men who were mixed into the crowd, their dicks all locked into small remote-controlled chastity cages. “We have a decision to make. Unfortunately, our wonderful pledge Sofia missed her deadline by 10 minutes. I’ll leave her fate up to a vote of the whole sorority, including our five newest members who managed to complete their final task on time. I’ll give you three options and we’ll decide with a show of hands.

“First, we deem her task completed and allow her to join Pi Delta, she was only 10 minutes late after all. Second, we send her on her way and declare that having failed her final task she is unworthy of becoming a Pi Delt. Or lastly, we allow her to join our sisterhood after enduring a slight punishment. One spanking with the house paddle on her bare, juicy ass for every minute she was late.”

Conversation blossomed all across the room. Debate over how to handle Sofia being had. Noah winced as his dick tried the hardest it had since he put the cage on to force its way out. And based on the looks of the other three guys standing near him, they were struggling with the same thing.

He didn’t know where the vote would land. But he knew what fate he hoped the gorgeous Latina would face.


r/ChastityStories • • 1d ago

M Chaste,F Keyholder The Full Experience: Part 2 Jaden's First Day NSFW

42 Upvotes

Hi, I'm Jaden.

I was just given my first chastity cage -- a flat metal one. A woman in the next apartment building who made me call her Goddess put it on me.
https://www.reddit.com/r/ChastityStories/s/SqpQxOcFgV

When I got home, I went straight to the bathroom and tried to get it off. I was still hard in my flat metal cage.... well "hard"... somehow. It feels like a lump above where my cock used to be, but it's really uncomfortable. I tried my worst idea first -- I tried to slip my balls through the ring. That hurt. My nuts aren't exactly big, but I could barely breathe for, like, 10 minutes after straining to try to pop my left nut through the ring. Maybe this is why my last girlfriend called me a "dumb blonde". Shit. That somehow made me "hard" again. I swear this world has it out for my balls.

Next, I tried lotion, which failed. Guess I wouldn't be using that tonight for leisure.

I had an unpleasant time trying to take a piss. That sprayed all over my bathroom. I ended up dropping to my knees to keep it close to the toilet bowl that first time. Had to cleanup the floor and take a shower. I took extra care to make sure it was completely dry. I'm a lifeguard, and the last thing I want is a wet crotch. Even used my blow dryer. And no... soap and shampoo didn't help get the cage off either.

Sleep was hard to get. I couldn't lie face down because of the pressure of the cage, and I kept getting hard. I'd usually jerk in bed, but all I could do was move my balls around a little. It was quite frustrating. I must have gotten to sleep around 2am, though I kept waking up from the pressure of the trapped erection. Shit. I didn't realize how hard I was all the time. The "morning wood" wasn't any better.

I almost called off work, but I need the money. I can barely afford my apartment and college. I really should quit the Lifeguard gig, but I like it. I get to look at the ladies at the beach, and no one can tell because of the sunglasses. That proved to be a double edged sword today, as I could look all I wanted, but it would just make my cock beg to be released.

As always, the world seemed to be targeting my balls. My average day finds ways to bring me to my knees, and I soon found out the cage makes this worse. First, it sucks to run in. Big waves today, which could knock over a grown adult. I saw someone needing help in the shallows, so I jumped off the lifeguard tower and sprinted toward them. That sucked. She was panicked from near drowning and managed to kick me in the nuts as soon as I got to her. Then she grabbed onto me and pulled my hair and drove her knee into my nuts. The cage left my balls no where to go, so each hit slammed my nuts into the metal cage. She's lucky I'm a damn good swimming and can hold my breath because I couldn't breathe. Then a wave knocked us over when I almost had her out. She went under and grabbed. My.... fucking... balls. Clutched them like they would save her life. Then then grabbed the cage and yanked as the water tried pulling her back out. I literally battled her to release her death grip on them before finally getting her out.

She didn't need any extra help, just needed to breathe and calm down. She thanked me and then looked at me like she knew. She knew I had a cage on but couldn't say anything since I just saved her life. The look she gave me. God that was embarrassing.

There was this kid, there every Tuesday this summer. I swear he picks my lifeguard station. Then he tries to get me to play soccer with him, but, like, I'm working. I recognize him every week, and every week he gets mad that I won't play and throws the ball at me in protest. I stupidly forgot this because I was distract by my cage. I'll be damned if that ball didn't connect directly with my cage and my nuts. Got in trouble with my supervisor again when she found my writhing on the ground. She said I was sleeping on the job. Tomorrow, she wants to have a talk with me.

My shifted ended, finally. I had a slight sunburn, but it was okay.

It was 5pm, and Goddess was expecting me in an hour. I thought about not going, but I couldn't get this cage off. She had the key. Maybe if I marched up to her and demanded it. No... god no. She'd keep me locked up longer. Maybe... if I gave my best sad eyes, just... made my blue eyes big, she'd have pity. That used to work with my old girlfriend. That's it. That's the play.

At 5:59pm, no one was in the hallway. I knocked.

She answered. Topless. I lost all train of thought. She grabbed me by my cage through my shorts and pulled me inside.

"Welcome back, Jaden. Have you been a good boy?"

"Yes, Goddess." I had never been harder, so to speak.

"Let's get you ready for the evening," she said as she lifted my shirt off. Why did I just comply? She grabbed the waistbands to my shorts and briefs and pulled them down both at once. I looked down, disappointed that there was just a flat cage and my balls. My cock strained with nowhere to go.

"Are you ready to see what I have in store for you tonight?"

Any ideas I had of rebelling, of telling her off, demanding freedom, disappeared as she brushed against me with her perfect breasts. They were so soft. So smooth...

"Yes Goddess."

"Good, come with me." She led me by the hand to the couch. She sat down and placed me standing in front of her.

"Let's get you ready."

She pulled out a masssage gun and turned it on. It hummed quietly. Then she place the vibrating end on my bulge just above the cage. Oh my god that was amazing. All I could do was show this stupid smile. I just wanted to cum so badly. I wasn't hard though, just enjoying it. I never imagined in my wildest dreams I'd enjoy an orgasm this way. I'm sooo close. She moved it to the cage and vibrated it, and rotated between the two every so many seconds. I might actually cum like this!

Then she stopped and shut if off. Instinctively, I grabbed her wrist.

"Wait! I'm almost done."

Shit. I knew was in trouble by the look in her eyes let go immediately.

"I'm s-sorry, Goddess."

"That's strike one, Jaden. Good boys don't get strikes. Good boys, don't touch me unless I tell them to."

I had always just cummed when I wanted to, whether by my own hand or when having sex with my old girlfriends. Now, I felt guilty for wanting it, but god, I was so desperate to cum.

"W-what does a strike mean?"

"That depends on if you make it up to me."

She sat forward so she was on the edge of the couch and leaned back

"Eat."

I knew how to eat a woman out well. This was my chance to get back in her good graces! I knelt and worked, using my tongue like a pro. When she came, she was panting. I was so proud. Maybe my turn was coming.

"Good boy, Jaden. You've earned a washing."

She stood up and led me to the bathroom. There was a standing shower. She turned it on and pulled me in, turned my back to the water so it hit my back. Then knelt and cupped my balls in one hand, reached between my legs, and placed her finger in my ass. I had never had anything placed there before, but I was so horny that I surprisingly came with little effort. I looked down as it happened. My cum shot out of the little hole with one strong shot, then cum dribbled out of the holes and down my balls. It was a bit anticlimactic, but I was relieved. She stood up, washed her hands.

"I wash you."

I nodded, "Yes, Goddess."

She washed me more thoroughly than I had ever washed myself, and I watched as she washed herself. I was almost hard in my cage again as she washed her breasts and hips. She even bent forward low to wash her legs. When we exited, she dried off. Then she produced a key.

"This is only to dry you off. Nothing more."

With the turn of the key, the flat part of the cage came free, and she popped the ring off of my balls. My cock was pathetic. She dried it quickly. I tried in vain to thrust my hips forward to try to enjoy being touched. It didn't matter. It didn't get hard. She put the ring back on, and then the flat part, and I was locked again. All I could do was sigh in frustration. She left the bathroom for a moment.

There. On the sink! The key! If I grabbed it and tried to unlock the cage. if I could unlock it, I could pull out the little bronze locking mechanism later and be free between visits, and she'd never know. But.... the key didn't work.

I heard her clear her throat and looked up to see her standing in the doorway. She had on a strap-on cock that was partially inserted into her vagina.

"That was a fake key, Jaden. It's not for your cage. That's strike 2."

"No..." I whispered. I had fallen for the bait!

"I'll show you what I do to bad boys."

"Please, I'm not a bad boy."

She led me to her bedroom. She held my balls and made me lie on the bed face down and tie my hands to the posts.

"I'm good, but I'm fair. Aren't I Jaden? Say it."

"You're good but fair, Goddess." I said as she mounted me. "You'll learn what fair really is."

She inserted it into my ass and rode me until she was content. It kinda felt like having a reverse poop. She moaned behind me. Then she untied one arm and turned me over, tying it again to the bed post.

She produce another cage, which looked nearly identical with one major difference. There appeared to be a little cone tucked inside the flat cage.

"Do you know what 'inverted chastity' is, Jaden? No? Let's get you fitted and on your way."

This was worse. Far worse. My tiny little cock was stuff up inside even tighter.

"I have a business trip tomorrow. I'll be gone a week. I'll see you next Tuesday at 6pm?"

One week?!

"Y-yes Goddess," I whimpered.

"Now promise me you'll be a good boy, Jaden?"

"I'll be good, Goddess."

"Good."

She dressed me again. Briefs first, then shorts. Then she placed my shirt on me and sent me out the door.

In the hallway, I sighed.

"One week..." I whispered.


r/ChastityStories • • 1d ago

M Chaste,F Keyholder Snowed In (Part 2) NSFW

26 Upvotes

Read Part 1 here!

The wind whipped snowflakes into Tanner’s face as he trudged toward the library. The storm hadn’t abated since Monday and lake effect snow was piling up all over campus. The whirling winds he struggled to lug his backpack through to go study were nothing compared to the whirlwind romance he had experienced just 4 days ago, however. From meeting the new girl on his dorm floor to falling asleep with her, naked and entwined in her bed, in just one day. And that was to say nothing of what had happened with her in his own dorm. He could still imagine it, and he had been playing it over and over in his head. Watching her dangle the tiny keys off her finger. Laying the full weight of his body against hers. Seeing the blush spread across her face as she came underneath him, hard. And the horrifying realization that he had cum in his chastity cage as he pounded her to orgasm with that strap on belted to his waist.

He focused on the muffled crunch of snow under each step, the jumble of textbooks in his backpack weighing him down, anything to try and ignore the hard plastic cage imprisoning his cock. Shivering, teeth chattering as he walked, his cock threatened to shrink back into his body in the cold. It wasn’t the most uncomfortable the cage had ever been. But this was the first time he had ever been locked for more than a day, and he couldn’t even unlock himself if he wanted. Veronica had hidden the keys somewhere in her pink-plastered dorm, and he hadn’t seen her since he headed out for classes on Tuesday morning. He must have checked himself in the mirror 20 times before he left the dorm, trying to notice if the cage was obvious from any angle. It was, in the gym shorts he wore to sleep, but he risked it on his dash down to the bathroom to brush his teeth at night. For this trip to the library, he’d slid into a pair of thick black jeans, protection against both the biting wind and embarrassment. He looked down one last time before he climbed the stairs to the entrance, just to be sure.
Warm air and the smell of books blasted Tanner as he pulled the heavy door open. He strode past the cafe and circulation desk and climbed the large circular central staircase, set on finding a table in the quiet side of the building. With each stair he felt his locked cock shift and sway in his jeans. Reaching the top, he hiked up his backpack and set out for the stacks. His hand was wrapped around the door handle to the quiet side when he caught movement out of the corner of his eye.

“Pssst! Tanner!”

He froze at the sound of the loud whisper. Veronica was twisting her body over the black puffer jacket on the back of her chair toward him, motioning him toward her. 

“Over here!”

Tanner felt his heartbeats quicken. He was conflicted. He imagined walking over, her dropping those light metal keys into his hand. If he had them, he’d speedwalk to the bathroom and unlock his cage immediately. But just as much of himself wanted her to hold his keys. He craved giving up control. It made him feel exposed and alive in equal measure. Of course, he couldn’t ignore her, he hadn’t seen her in nearly a week. And it was bad form to brush off someone you’d just had sex with, even if technically his dick had never been inside her. 

Veronica smiled up at him as he made his way over to her table. Her backpack was open and papers spilled out, and the table was a tableau of printouts of paintings, notes, and flashcards. He doffed his backpack and sat across from her. “Good to see you’re not snowed in anymore,” he said, awkwardly. She put her elbows on the table and propped her head up, waiting for his next sentence. “Big test coming up?”

“Tell me about it. Have to name 75 paintings, their artists and years. And I haven’t even started studying for the long response questions.”

“Makes my test on Tuesday look like a cakewalk. I’ve just gotta do some math.”

“Okay, well, I’d rather do this than math.” She picked up a pile of flash cards, shuffled it, and dealt one. “Hell, Bosch, 1490.” Veronica flipped it over with a flourish. “See? Easy. If it’s fucked up, its Bosch.” Tanner leaned back in the hard wooden chair and admired her. Her dark brown hair was done up in a high, tight ponytail. The bright light from above made it shine. She was wearing a tight black Lululemon jacket, zipped up over her chest. He could see just a hint of white above the zipper, and he had to wonder if she was wearing the same white sports bra he had seen her drop his chastity keys into before she turned and led him out of his dorm. Shuffling the stack and drawing again, Veronica furrowed her brow. He watched her glacier blue eyes dart over the card. “Damn it. I can never get this one.” She flipped it. “Van Eyck, van der Weyen, how the hell am I supposed to tell the difference!” she said, a little too loud. 

“Was I not a good enough study buddy?” Tanner looked up at the new voice coming from above him. He saw a short girl with blonde hair looking at him intently. He looked back down at the table and realized half the notes were facing him. 

“Oh my gosh, I didn’t realize someone was sitting here,” he blurted out.

“It’s cool. You wanna take the test for me?”

Tanner tried to get out of her chair and kicked his bag over. Veronica stifled a laugh. “Paige, meet Tanner. He’s the guy from my dorm I told you about.”

Told you about? Tanner thought. His mind raced. What else was there to tell her about other than that they fucked, that he was locked in a chastity cage. Would Veronica brag to her friend about taking his keys? Hey Paige, here’s the guy whose dick I’ve got locked up!

“Oh, cool,” Paige said. “Thanks for keeping my girl fed. I told her she had to go to the grocery store before the storm hit, but *someone* didn’t listen.” Tanner stood up from the table and watched Paige slide into her seat. She was petite, and wearing a black and yellow Crow Mountain Football sweatshirt. On her tiny frame it was nearly down to her knees. Probably her boyfriend’s, he thought. He looked at Veronica, and she looked up at him and rolled her eyes. Paige reshuffled her notes absentmindedly.

“I’m lucky Tanner here is such a great cook. Or at least he tells me he is. Makes a good mac and cheese though.” Tanner mock bowed, Paige smiled. “Hey, don’t pull an all nighter in the lib. Paige’s sorority is throwing tonight, and I need a plus one.”

“Oh no, I was really hoping to spend all night here.” He felt his heartbeat again. Was he her date? 

“You’ve got a suit right? This is a formal affair. You won’t want to miss it.”

“Yeah, I’ve got one. Tie too?”

“Duh. Am I gonna have to list your whole outfit for you?” she teased. “Let’s see, shoes, socks, belt-”

“Okay okay, I get it. Pregame, or should I just meet you there?”

“225 West Street, 10 o’clock sharp, or fashionably late. Your choice.”

“I’ll be there.” He grabbed his back and turned to walk away.

“Hey,” Veronica said, before he had taken a step. She kicked her left leg out toward him. His eyes traced down her long black leggings. He caught a glint right above her furry Ugg slippers. Something dangled off the pale skin of her ankles. An anklet, with a letter V charm. Next to it, his little silver key. His eyes darted back toward hers. “It’ll be fun.”

Tanner couldn’t focus on his study materials at all, even in the quiet of the library. Veronica was wearing his key. No one would know what it went to, he kept reassuring himself, they would just think it was a cute little charm. He looked over the open pages of the textbook in his lap, sighed, shut it and tossed it onto the table with a resounding thud. “Shhhhhhhh,” someone whispered from a few rows over. Whatever, he thought, and gathered up his notebooks. He stuffed it all into his backpack and walked through the building, steeling himself for the cold slog back to his dorm. He was walking at speed and raised his arm to brush the door open when a loud beep pierced the quiet of the space. What the, he thought, and froze.

“Come back,” a voice called out, and he took two careful steps backward. A library volunteer was walking quickly toward him. “You’ve gotta check that book out.” 

“But I don’t have a book.”

The student volunteer looked at him through huge bookish glasses. “Then what set it off?”

No way, he thought. My cage is plastic, it shouldn’t set it off. It couldn’t, right? He took in the volunteer. Her breasts pushed out from underneath her tight white sweater. Tanner could feel his cock growing in his tight cage, and feel his face flush with embarrassment. “I didn’t check anything out, I swear,” he said and slid his backpack off his shoulder. “Look, just my textbook.” He stood back up. The volunteer bent down to inspect it. Tanner was staring down the top of her sweater. The middle of her nude bra was visible, and his cock was getting painfully hard inside its cage. She looked up at him and squinted. 

“Okay,” she said and nodded toward the door.

“Could it be my belt?”

“Yeah, it’s probably something metal you’re wearing. It’s really sensitive. Whatever, you’re good to go.” She stood all the way up. The student reached up with both hands and pulled her sweater up further over her chest and leered at him. He realized just how much he must be blushing. Tanner turned and busted out of the library into the cold. 

The tie dimple was perfect. He reached up and wiggled the knot tight one more time, taking in his handsome reflection in the mirror. Damn I look good, he thought, then reached down and tugged on the cage between his legs, making sure it’s snug before setting out. Turning back to his desk, he pulled his suit sleeves down tight and polished off the beer he’d been working on while getting dressed. He was giddy with anticipation. What was the party gonna be like? He didn’t know Paige, let alone anyone in her sorority, but the strict dress code made him feel like it was going to be a can’t-miss affair. He crushed the cheap lager can in his hands and threw on his jacket, dress shoe heels clacking on the floor as he trundled down the steps and out of his dorm. 

His broad shoulders and purposeful stride instantly contracted as he stepped outside into the blowing wind. This must be below freezing he thought, pulling out his phone to check his directions one last time. The blue Google Maps arrow spun lazily as it ascertained his heading, then he set out toward his destination, stepping carefully over the snow in his slick leather soles. 5 fucking blocks. He put his head down and powered through, headlights from the sparse traffic illuminating the flurry of snow falling in front of him.

Two freshmen boys loitered outside the big brownstone apartment. This was once a rich town, of railroad owners and coal mine investors, but their grand high society homes, the ones that still remained, were now owned by the fraternities and sororities of the town’s university. This one was no different, and Tanner could see a yellow glow creeping out of the windows around downed shades. He trudged up the steps and the freshmen flanking the doors looked at him.

“Who do you know here?”

“Are we really doing this,” Tanner sighed. “Veronica. And I know Paige.”

“Ah, we’re just fucking with you.” The freshman lazily punched his shoulder. “They only told us don’t let in anyone not wearing a tie. Have a good night bro.”

“Thanks, stay warm.” One of the doormen turned the knob and shoved the heavy door open. Tanner stepped into the warmth of the house. The lights were dim and it was packed tight. Students milled about in their finest clothes, suggesting a formal affair, but an EDM track boomed from deeper within the house. 

“Your coat?” a pledge said from behind him. He turned around and took it off. The pledge hustled up the steep staircase with it folded over his arm, running his hand along the thick wood banister as he went. Tanner scanned the swaying crowd for Veronica. He picked his way through groups in deep conversation, guys high fiving, girls with phones and keys and vapes and red solo cups in their clawlike grip. A guy he’d never seen before thrust a beer dripping with condensation into his hand and slapped him on the back as he went past. Tanner stopped in his tracks to crack it open. He focused his gaze over the rim of the can on the plunging neckline of a girl a few feet away from him, her soft tits squeezed together. His cock twitched in his cage. Can’t be doing that, he thought, and chugged down a second, then third sip of his beer. Veronica was nowhere in sight. He decided to check the kitchen. 

Holding his beer close to his chest as he weaved through the crowd, he stepped through the high doorway into the dimly lit kitchen. He saw a circle of three people, and instantly knew he was looking at the back of Veronica’s head. He stepped closer, taking in her outfit. The tantalizing shape of her tanned, toned shoulders and upper back were only broken by the vertical lines of two spaghetti straps. At her mid back began a deep dark dress, nearly black, but sparkling purple as his angle changed walking towards her. Her hair was neatly done half up and half down. In an instant, Tanner decided to be bold and plopped his hand down on her left shoulder as he broke into their circle. 

“Look who made it!” She said as her gaze came to rest on his face. “Tanner can follow directions!”

“Nice to see you too!” Tanner shot back, smiling. Veronica’s face was prettier than he had ever seen, whatever makeup she had put on for tonight perfectly defined her face. A thin twinkle of purple winked at the edge of each eyelid. 

“Paige and I were just talking about our test, but you already heard about all that! What’s new with you?” Veronica was nearly shouting over the din of the party.

“I don’t know, I just got here,” he said. It was quieter in the kitchen, but not by much. “Why the fancy clothes if we’re all just gonna party like we do every weekend?”

“Don’t you feel hotter all dressed up?” Paige interjected. “I certainly do!” She was in a pale baby blue dress that revealed every contour of her body the sweatshirt Tanner had seen her in at the library concealed. Her tits were pushed up high in her very flattering dress and her blonde hair cascaded over her shoulders. A massive tan hand at the end of a suit jacket sleeve extended toward him, and Tanner dapped it up purely on instinct.

“What’s up bro?”

“Yo.” Tanner looked up to the massive man on the other end of their greeting. “Don’t think we’ve met.”

“Andres. Nice to meet you bro.” He had a thick lisp, the end of his name coming out as a ‘th’. Paige was pressed hard against his side, even in the thick crowd it was obvious they were more than friends. The mop of curly black hair shifted as he tilted his head back to take a huge swig of his drink.

“Tanner.” He looked back to Andres and tried to shake the thought of how a naked Paige would look under his bulk. “What are you majoring in?”

“Don’t know yet. Just a freshman, yeah yeah, I know.” He flexed an arm and laughed to himself. He was nearly a head taller than Tanner. “But I’m on the football team. My parents don’t even know the rules!” Another hearty laugh, and Paige looked up at him and giggled.

“How’d you get on our team if you didn’t grow up playing?” Tanner was truly curious.

“Oh I got recruited, just as a goalkeeper. Scholarship and all. As a kid from outside Madrid, I always wanted to visit America. I applied to so many schools. And I got in here! It’s like a study abroad for me, as you guys say.”

“Goalkeeper, like soccer? Not football?”

“Well, when the football coach saw me he asked me to come over to their field after practice. He had their guy throw me a football, and what do you know, I catch it. Manos de oro! Coach wanted me to play for them, and brought me back to their locker room, introduced me to everyone, and explained what a tight end was.” Andres placed his massive paw on Tanner’s shoulder and leaned in. “The quarterback told me, ‘the girls don’t know the names of the soccer players.’” He winked as he returned to his spot in their tight cluster. “And that decided it! Now every Friday night I’m under the lights with the whole town watching! Crow Mountain CAW CAW!” he bellowed. His chant was returned, four ‘CAW CAW’s echoing back from around the party.

Tanner cringed at the football team’s stupid call and response and took another drink. Usually when the football team started making bird noises, it was time to leave the party. Two friends of Paige introduced themselves, and the topic changed. Almost imperceptibly, Veronica leaned in. “You liked my anklet, didn’t you?” just audible over the music and the din of conversation.

After a gulp, Tanner answered honestly. “I did.” He kept his eyes straight forward, nodding along to a conversation he had lost all interest in. “I was wondering where they were.”

“You know Paige already asked about it, right?” she whispered in his ear.

“No way.” He locked eyes with her and shivered, suddenly aware of the weight of the cage on his cock.

“Oh relax.” Her bright eyes were all Tanner could focus on. She punched him lightly, a drip from the beer in her hand sliding down the front of his suit. “I just told her it was another charm. She thought it was cute.” 

“Well don’t mess with me like that. You’re killing me.” A pause. “I mean, more than you already are.”

“What?” She pouted. “I thought you’d like it!” 

“I do. It’s hot. Let’s just, y’know,” Tanner looked out at the circle of strangers, “keep it between us.” 

“I just thought of something else we can keep between us,” Veronica said, eyes narrowing.

“Which is…?” Tanner felt the smile creep up his face.

“Oh just you wait. I’ve just been so busy studying I haven’t had any time to myself.”

A nervous glance confirmed everyone else in the circle was so occupied in conversation they hadn’t heard the words that made Tanner’s heart pace. 

“And what does that mean?”

Veronica shoved her hand into his. Her thin fingers laced between his own, and she squeezed hard. And with that, she was leading him back into the heart of the party, brushing aside dancing girls and drinking guys, threatening to pull his arm out of its socket, Tanner just along for the ride. When they reached the stairs, Tanner looked over his shoulder. Would anyone notice them heading upstairs? This wasn’t her house. Where was that pledge taking their coats? The butterflies got to him.

“Uh, where are we going?”

“Paige’s room!” Veronica shouted back.

“Your friend Paige? The one we just bailed on?”

“Wow, you figured that out on your own?” Veronica laughed at her own joke, dropped his hand, and took off. Tanner watched the muscles of her thigh flex through her tight dress as she bounded up the steps. At the top, she put a single finger to her lips and turned down the dark hall. One door was wide open to the room beyond, lights on and bed piled high with coats. Veronica went to the next door and slowly pushed it open. She leaned against the doorframe, took his hand, and with a smile pulled him inside.

Tanner’s hand instinctively swept up the wall adjacent to the door and flicked on the harsh overhead light. “Whoa!” Veronica shouted. “Way too bright!” She hustled over to the desk and flicked on a little lamp. “You can turn that off now.” The room seemed far smaller and more intimate illuminated by the bent over lamp.

“Why are we up here? Isn’t Paige gonna come up any minute?”

“Paige, as much as I love her, is head over heels for Andrethhh.” She dragged it out, exaggerating his lisp. “Nice guy, and jacked, but not all that. She’s basically been living in his dorm. Just look.” Her hand swept across the desk devoid of papers, then pointed to the too-perfectly made bed and empty hamper. She hopped up onto the bed, and her hair bounced around her neck and came to settle on her shoulders. “Now lock that door and get over here.”

The lock turned over with a satisfying click, as it should in an old building like this, and Tanner took a big swig from his beer. Placing it on Paige’s desk, he wiped his mouth with the back of his hand as he walked over to Veronica with authority. She grinned watching him get closer. He placed the webs of his thumbs in the crease between her hips and thighs and their foreheads touched. They reveled in the bliss of the quiet moment. Veronica brought her hands up to his cheeks and pulled him into a kiss. Her warm wet lips were as soft as the first time they had been together under the white light of that snowlashed window. Their tongues danced slowly at first, then as Veronica ran her hands through his hair and Tanner placed his around her lower back, they kissed with a passionate intensity. So passionate that Tanner could no longer ignore his cock growing rock hard in his cage, and pulled back to breathe.

“Aw, I bet I know what’s wrong,” Veronica teased, leaning back on her elbows. “Getting hard in that little cage?”

Tanner felt the blood rush to his cheeks. “Maybe.” 

“I think you are, don’t lie to me.” Veronica raised a foot and pressed it softly into his crotch. “Oh wow, I can totally feel it.”

“Yeah yeah. I can feel it too, believe me.”

“Aw, poor boy. So hard, and nothing you can do about it.” She pushed herself up off the bed and touched her forehead to his. “Nothing you can do about it, except with this.” His key dangled off her anklet in the light. “Do you want it?”

Tanner looked right into her eyes. Breathlessly, he answered. “Yes.” 

“Gonna have to do better than that.” She ran her fingers along the hem of her dress, and she shifted her hips side to side as she pulled it up along her legs. Inch by inch, her black lace panties appeared to Tanner. Without a word, he hooked his fingertips under the waistband and pulled them down, fast, along her thighs, over the bend in her knees, down her taut calves until she kicked them off emphatically from where they rested on her kitten heels. She smiled at him but he didn’t see it, eyes locked onto her glistening slit. He neatly pulled the straps down over her shoulders, slid the dress down until it bunched under her bust, and with a hand against her bare chest pushed her back onto the bed. 

The first lick between her warm folds erased the stale taste of beer from his mouth and he dove in, buoyed by her snatching breath. A few circles of her clit and Veronica had one hand in his hair pulling him in and another on his shoulder pushing him away. He brought his finger up between her spread legs and teased his middle finger against her before he gently slid it in. Curling it up against the roof of her opening, he tried to concentrate on the unique, soft, wet texture against his fingertip rather than the way his cock was threatening to snap the hard plastic enclosing it. He pulled his eyes up from the rippling, sparkling fabric directly in front of him, hoping to see the look on her face, but all he could see was the way her tits were heaving as her pleasure rapidly grew. Tanner stroked his finger in and out and mashed his tongue against the nub of her clit when all at once her soft thighs smashed into his face and she released her grip from the back of his head and instead grabbed the bedsheets. Her ankles locked into eachother behind his back, he couldn’t pull away, and her wet slit buckled up and down from his chin to his nose until, with a sigh, she relented. 

Tanner smiled, and stood up from the awkward position he had assumed against Paige’s too-high dorm bed. He rested his middle finger against Veronica’s lips, that finger still sopping with her juices, and, eyes still closed, she sucked it in. She smiled in perfect bliss. Tanner admired her, smiling at what he had accomplished and grimacing at his own predicament in equal measure. The thundering music from downstairs faded back into focus. “We should probably go,” Veronica sighed.

“I thought Paige wasn’t coming here.”

“I’d rather sleep in your bed tonight.”

“I’d like it if you did.”

Veronica pushed herself up off the bed, stumbled, and caught herself.

“I did good?” Tanner asked.

“You did very good,” Veronica answered, eyes blazing, and crossed her arms over herself to pull up the dress’s straps. She dove her hands, right after left, down into the neckline of her dress, adjusting her tits until they sat perfectly under the glistening fabric. “We can’t just leave that there,” she said, staring down to her panties resting on the hardwood floor. 

“Here,” Tanner said, taking them in his hands and holding them out open for her to step into.

“No, I’m not wearing those.” Tanner looked up at her quizzically. “They’re soaked. I was waiting for you all day, you know.” He wasn’t ready for that, and his cock throbbed once more in his cage. “Give them to me.” He balled them up and placed them in her outstretched hand. She took them, then closed her eyes and leaned into him for a kiss. Tanner closed his eyes, parted his lips slightly and leaned in.

His eyes snapped open when he tasted the fabric on his tongue. Veronica looked back at him with a teasing smile, pressing her panties against his chin and into his open mouth. “What?” Tanner opened his mouth to answer but she only pressed them in further. “I’m not wearing them out of here, so someone will have to take them. And that someone is you.” Her other hand lifted up from adjusting her dress to tousle his hair. He started to mumble, and she pulled them out.

“Fuck, Veronica.” He rolled his eyes. “Give me those.” She stuffed them into his hand. He held them up between himself and her. “Do you see how big these are?”

“Are you saying I wear granny panties?”

“No, I swear,” Tanner retreated.

“You should see how good my ass looks in those.”

“I didn’t really have the chance!”

“Maybe next time.”

“I mean if it were a thong, then maybe I could fit it in my mouth.”

“I think you should try, if you ever want to see your key again, that is!”

“Oh, so that’s how this is gonna go? You’re just gonna hold that over my head?”

“Do you want me to unlock you when we get back? I bet you were pretty hard in that cage when you made me cum! Do you even remember what cumming feels like?”

“Uh, yeah?”

“Spoke too soon. I mean it’s only been a couple days, but I was really hoping you’d forgotten. Guess I’ve gotta keep you locked up for a lot longer then.”

“Wait now, hang on.”

“Nope.” Veronica planted a kiss on his lips. “Are you gonna take those home for me or what?”

“Fine,” Tanner said, and, taking her panties from her hand, carefully folded them into his mouth. He could feel his cheeks bulging around them as the inside of his cheeks processed the lace fabric. A faint, familiar salty flavor registered on his tongue.

Veronica clicked off the light and took his hand to lead him out of the room. He ducked out of her grip into the coatroom, donned his jacket, and rejoined her at the top of the stairs. The music, softly thumping, seemed much less energetic than it had when he first entered the brownstone. Carefully breathing through his nose, mouth stuffed with her panties, Tanner surveyed the sparse students that remained at the party as he trudged down the stairs. Paige and Andres, the only people he knew, had vanished, thankfully. As Veronica pushed open the door, Tanner heard an unwelcome voice shout.

“VEEEEEE!” Paige shouted. “We thought we lost you!” Andres relinquished his grip on her shoulder as she launched to hug Veronica. “And Tanner! How areeeee you!” The drunk voice was grating, but he instinctively opened his mouth to answer her. Immediately, he gagged on the panties in his mouth, and his eyes bulged as his mouth snapped closed.

“He’s not feeling to well,” Veronica interjected, and, grabbing his shoulders, pushed him away from her. “I think he’s gonna yak.”

“Yak?” Andres asked.

“Throw up.” Paige answered patiently.

“Vomitar.” Andres laughed heartily. “Buenas noches!”

“Buenas noches!” Veronica answered for the two of them.

Tanner gagged, hard, and spat her panties out into his hands. They were coated in spit. Veronica tucked her arm around him. “You won’t get out of this that easily!” She gently placed her hand under his and pushed the wet bundle up towards his mouth.

“Seriously?”

“I thought you’d be happy to taste me,” she said, streetlight glinting in the purple makeup on the corner of her eyes. The snow was coming down slower now. One perfect flake glimmered, caught on her eyelid.

“I’d be happy to fuck you.”

“Then you should be happy to taste me.” Veronica took the panties out of his hands and gently crammed them into his mouth. “Shhhhh.”

Hand in hand, they walked back to his room.


r/ChastityStories • • 1d ago

M Chaste,F Keyholder My girlfriend cucks me with her uni bestie Samantha, the second night. [M25/ F25/F25 NSFW

95 Upvotes

Part 1

I was late getting out of work on the Second night of Samantha's stay, so I picked up take out on the way home. As soon as I opened the front door I could hear the sounds that I first heard last night, those sexual sounds Samantha had pulled out of my girlfriend Anna. I walked towards the moaning to find the pair of them in the kitchen.

The sight I was greeted with was my girlfriend naked between Samantha's legs, licking her pussy, all the while sliding up and down on a suction dildo that was stuck to the floor which had a pool of her juices collecting around the base of the dildo.

"Quiet slut," Samantha commanded and Anna's moans which filled the kitchen were gone. "Evening cuck, we got bored waiting for you, after we caught up," she pointed to the empty mugs and the half eaten packet of biscuits. So I got my slut to entertain me"

My eyes flicked down to Anna who was still licking Samantha's pussy as she slid up and down the dildo, just silently now. I cleared my throat, "I have take out," I said holding up the warm bag of food. "Great, we have left out your outfit for tonight on the bed in the spare bedroom, go get changed then we'll eat" Samantha told me in a tone that I knew not to protest about.

On the bed I found a pink silk camisole and matching french knickers. I stood and looked at them for the longest moment; had things really moved this fast? Could I call a stop to this? Could I refuse? Did I really want it to stop? Anna and I had done some crazy stuff together and ticked off a lot of our fantasies. But after the events of last night and despite any insecurities I had, there was no denying that last night had been a big turn on for me, I felt there was no other choice, so I got changed and went back to the kitchen.

Samantha and Anna were exactly where I had left them, the difference was there was a bigger pool of Anna's juices on the kitchen floor now. Dinner was a little surreal. I sat opposite Samantha and Anna separated by different pots of Thai food and rice.

Anna was naked except for a collar around her neck and she would only speak when Samantha asked her something directly, I had never seen Anna this submissive. Otherwise Samantha and I talked about our day, she talked about the different break out sessions she had attended and I talked about the project I was working on. All the while I wore this pink silk lingerie and Samantha's hand never left Anna's thigh like it was the most normal thing.

I suddenly got brave and asked Samantha a question that I needed to know the answer to, "Were you two this serious into this dynamic at University?" Samantha didn't answer straight away like she was considering how much she was going to disclose. Finally she answered, "It was mainly a bedroom Dom, sub thing, because we both lived in shared accommodation. But here it is different."

"What do you mean 'mainly'? And how is it different here?" Part of me didn't want to know the answers but my curiosity had gotten the better of me. Anna looked at Samantha and a slew of emotions crossed Anna's face for the briefest moment.

"Mainly, because we went to a couple of dungeons but otherwise it was just in each other's room, while we were at university," in a tone which was somewhere between nonchalant and dismissive. "As for here, (she paused) well it's just us three, there is no need to hide anything and keep it in the bedroom. Plus now I get two subs to play with," although she was stating facts there was a definite smirk to her tone.

Is that what I am to you, a sub? I ask.

"Well, you are more of a cuck, aren't you, but let me see how you perform and behave this week, and I will review your position before I leave." Samantha told me.

I felt myself blush as I felt a mixture of shame, embarrassment and arousal washing over my face and then my body followed. Samantha didn't say anything she didn't need to, her expression said everything, which said I already have the measure of you. Anna looked at me for the longest moment then she looked at Samantha as if she was asking permission to speak. Samantha nodded. "Ryan, I know this is a lot to take in but I think it will be good for both of us, I just ask for you to trust us, Cucky," Anna said before she slipped back into being Samantha's submissive slut.

"Cuck, clean this up then join us in the bedroom," Samantha gestured at the table. As I finished cleaning up I started to hear Anna's muffled moans coming from the bedroom and I hoped that I would be joining in tonight's fun as I walked towards the bedroom.

I entered the bedroom to find Anna gagged, blindfolded, her ankles separated and tied to the bottom of the bed and her wrists tied together. She was rocking back and forth on the same dildo as last night that was strapped to Samantha. Samantha just stood there and watched with great delight as Anna fucked herself on the dildo.

"Cuck, come kneel by my slut," Samantha instructed me. I knelt by Anna's feet, which gave me a good position to see and hear how wet she was.

"As I have the biggest cock in this apartment, it doesn't seem right that either of you should call me Mistress. Isn't that right slut?" Samantha said.

"Mmhhgghoo," said Anna which I took meant that she agreed.

"Good, from now on you both can call me Daddy," Samantha told us

"Geess Gagggee," Anna responded immediately.

"Well Cuck?" Enquired Samantha.

I was going to protest, going to say no but I could feel my cock straining against its cage as I knelt there by Anna's knees and that's when any defiance left my body, "Yes, Daddy."

"Good cuck," as the words left Samantha's mouth she began to brutally fuck Anna. It doesn't take many thrusts before Anna is begging through the gag. With practice ease, Samantha unbuckles the gag with one hand.

"Please Daddy can I cum?" Begs Anna as soon as the gag is out of her mouth.

"Yes, my slut," Samantha granted. Samantha didn't stop, she kept thrusting through Anna's orgasm, kept pounding until Anna's next orgasm had her begging Daddy for her next release.

Samantha looked down at me, when she saw the evidence of my submission and arousal, she ordered me up on to the bed and kneel in front of my girlfriend. As I got in position, I saw what Samantha had seen, that dark wet patch on the front of my french knickers. The evidence of my arousal, my body had shown Daddy how aroused I was as I leaked precum into the knickers.

"Slut look at your cuck, he is so aroused," Daddy gloated.

Anna raised her head and giggled. "Is my little walnut leaking because my Cucky loves to watch Daddy wreck her slut?" Anna teased me. I felt the guilt, the shame and submission twisted into a big knot inside me but what was even stronger was the arousal.

As the wet filthy sounds of Anna's pussy became louder and dirtier, I couldn't look away, I was paralysed by my own arousal. I just stared at her beautiful face as orgasm after orgasm crashed over her body. I saw so many different emotions cross her face, hunger, desperation, joy, pleasure, desire, lust, and even love for me but never guilt.

Just before her last orgasm Anna grabbed my caged cock and said, "Thank you so much for trusting me and for this week. I love you so much but Daddy's cock does things you never can." In that moment I felt the contradiction hit me hard, on the one hand the love between us was stronger but at the same time Samantha had wrecked Anna in ways I had never achieved.

Anna's last orgasm hit hard and it pulled me out of my head as she collapsed on to me. She clung to me like I was her rock and she needed me to ground her. Barely above a whisper she repeated thank you, I love you over and over.

Samantha untied Anna and between us we helped her up on to our bed. It was then Daddy turned her attention to me. "Clean Daddy's cock," she said as she positioned it in front of my face. Sucking cock had never been a fantasy of mine and honestly that huge dildo looked intimidating. But I had seen enough porn to give it my best shot at cleaning it, I kissed, licked and sucked the way I thought Daddy wanted to see. I managed to get half of it down my throat before gagging.

I had a new found respect for Anna how she had swallowed it so easily the night before and I think Samantha was impressed with my effort if not my technique. "Good cuck," she purred close to my ear. "You did such a good job, I have an extra treat for you." She looked in the direction of the kitchen and with a smirk she said, "That dildo is still on the floor, clean it with that tongue of yours and don't forget the floor. Then you can get some sleep in the spare bedroom."

As I knelt on the floor licking and sucking the dildo clean, voices, giggles, and moans started to come from our bedroom. From what I could make out Anna was now pleasing Samantha and it was her moans I could hear. As I cleaned up Anna's juices I started to think about the past two days, I realised I still hadn't seen Samantha orgasm and I had barely seen her in any type of intimate way and that made my cock strain against my cage. Although there hadn't been any talk about orgasm control or denial, I was starting to feel pretty pent up.

Which led me on to the question; where was the key to my cage, The last time I saw it was when Anna locked me up before Samantha's arrival, had Anna put it away somewhere safe? She wasn't wearing it, I could barely think about the other possibility, had she given it to Samantha? If that was the case would I ever be unlocked again? Would I ever get to cum again?

The past two days had surpassed any porn I had watched and I couldn't even imagine what the rest of the week had in store for the three of us.


r/ChastityStories • • 1d ago

M Chaste,F Keyholder Reviving the Dead Bedroom - Part 3 NSFW

44 Upvotes

I got out of the shower and dressed quickly hitting the road just before 7am. I drove back straight to the office and received a number of strange looks and comments about being back in the office after winning such a huge deal.  I just brushed it off saying a winners job is never done or some other winner cliche and went about my day. Even after everyone had left, I stayed for a bit too afraid to go home and be early. At 6:30 I packed up and made my way home. I rolled into the driveway with 5 minutes to spare and spent the extra time getting my wits about myself before I entered the unknown. 

7pm turned over on my car’s clock and I abruptly jumped out of my car and with a few quick steps made my way through the front door of the house. I entered a quiet house. I did a quick 360 trying to find the instructions that my wife had told me to follow.  As I spun on my heel trying to find out what I was to do to ensure no more further punishment, I finally saw a sealed envelope propped up on the third stair leading to the second story of our house. ‘Hubby’ was written on the outside of the envelope and I ripped it open now, wasting time to see what kind of night I was in for. Inside was a hand written note unmistakably from my wife. It read:

‘Dear hubby. 

By now I hope you understand what deep shit you find yourself in. You wrote the rules and couldn’t even live up to them on day 1 or 2. I read our contract over again and I think I will take one of the punishments you suggested. As you did not ask permission to consume alcohol, going forward regardless of how or where you cum, you will be required to consume every last drop of cum to my liking. If I say there is more to clean up, you will keep going until I am satisfied. 

As for your punishment for drinking in general, you are required to strip naked and make your way to the basement. There you will find a bench with four straps and cuffs, one strap for each leg. Line done on your chest and cuff your legs and one hand to the bench. Once secure, I will know and come down and complete the final strap. Do not dilly dally. You’re own the clock. Don’t make me madder than I already am, I don’t think you will like me mad.

Love, 

Your Keyholding Wife’

All I could do is strip as fast as I could, leaving my clothes in a pile at the front door and running down the stairs to my unfinished basement. As I turned on the lights, I found a single bench with with aforementioned straps and cuffs. I secured myself and not wanting to upset her, I tightened them as much as I could. By the time I was secured except for my last hand, I was completely immobilized except for my free hand. I put my head down and stared at the floor waiting for my wife to come punish me. I had no idea what i was in for but from the tone of her note, fear had taken over my senses. My caged cock dangled between my secured legs that were spread about a foot and half apart or the exact width of the bench I was now cuffed to. 

Suddenly from behind me I could hear the sound of high heels coming down the stairs. I tried to twist to see but clearly she had set everything up with precision to add to my fear factor. Suddenly I could feel her mount my back sitting on top of my back’s midsection like I was her pony. As I opened my mouth to ask what was about to happen she made quick work of shoving a ball gag in and securing it with a buckle behind my head. I giggled thinking she was being very mysterious while still being my wife and partner of 20 years. Obviously this was for show but before I could even blink, I blindfold completely blacked out my vision. I was suddenly mute and blind and as I tried to struggle my way out of the blindfold she jumped off me and secured my last free arm before walking around and tightening each appendage to the bench. 

She finally spoke, but not with her usual disinterested tone, but with confidence and mischief that I hadn’t heard since we were playful teens. “Not giggling now are we Mr. Well let me tell you how this is going to go tonight. You put me in quite a position the other night but I decided after signing the contract you wanted to go all in so guess what?!  You got your wish. I am still your loving, caring wife. But now I’ve spent the last few nights researching what it means to have a female led relationship and to be your Keyholding Dominant Wife.” She paused as she slowly walked around my naked cuffed body dragging a single fingertip along my cold skin as she did. 

“So throughout my research, there were two very key points that all the authors really laid on thick. 1) You are not in charge. You wanted this but whatever game you thought this would be, it is not YOUR game. It’s now mine and whatever your fantasy was, this isn’t that. This will be what I want it to be so that we can both get what we want out of it. You, not drinking and losing weight. And I get to find out how far you’re willing to go to please me and live out this fantasy. And 2) any infractions cannot go unpunished or corrected. Especially early on in the agreement. Direct infractions that go against either of our goals will not be acceptable and must be severely punished to reinforce and serve as a warning that further infractions will result in similar or even more severe consequences.”

I was now shaking. I wasn’t sure if it was because it was near freezing in our dark cold unfinished basement and I was stark naked or if I was shaking out of pure fear for what she might have in mind as a punishment. She continued “with all that said, after reading countless hours of examples of what a first infraction should be corrected with, I posted on a doms/keyholder forum a poll and I have selected the top two choices to be your punishment. So first up, because you drank 10 alcoholic beverages without permission, it is decided that you will receive 10 spanks per drink.” Pausing again, she circled me but now I felt a leather corp being dragged along my naked skin. “Today I went out and bought a few things. First was this riding corp and second was this wooden paddle!” She punctuated the sentence with the first of my 100 spanks. “One, ah ah ah!” She called out like the Count from Sesame Street. She was clearly having fun with this. 

“I hope you enjoyed those beverages because you’re going to be reliving the consequences of them every time you sit for the next week. One post said anything over 50 would leave you with serious bruising that you will want to avoid public changerooms.” She landed another hard spank with the paddle “Two!! So I signed you up for a gym membership yesterday and some personal training sessions next week with a cute little twenty something I met while I was filling out your membership application.” My ass was already burning red and I was starting to worry I wasn’t going to be able to make it. “But enough talk…if I want to really make this a memorable punishment I need to focus. I bet you would hate it if I lost count! So ready or not, here we go!”

She was mercilessly. She was not pulling her punches. She was letting me have it with all her might. At 25 I had tears pouring down my cheeks. At 50 I was a full on sobbing mess. At 75 she stopped and finally spoke to me again “Alright there subby?” All I could do was nod and hope she would just get it over with it “Well sweetie, I can tell by the colour of purple your ass has already changed, you’ve probably had enough.” I took a belaboured breath through my gag thinking her barrage was over. I was wrong. “But what kind of keyholder would I be? I couldn’t call myself a Dom if I didn’t fulfill the punishment I gave you. But I will give you a choice. I will continue spanking you to 100 or you can trade the last 25 for 5 hits with my hand to your balls.”

In my bubbling state I just started nodding. “I take it you want to stop the paddle and trade the 25 for 5 hits to your balls?” I started nodding furiously. “So be it. I want you to remember this moment. I want you to think about all your decisions that led to this moment. I want you to have this moment seated into your memory….that way we will never have to relive this. I want you to ask yourself, is breaking one of your promises worth all this?!” I was shaking my head no but the question was rhetorical. 

“Well, we will see in a few minutes if you made the right choice!” She said while I heard her fumbling around with something in a bag. Then suddenly she grabbed my balls and began tugging and maneuvering them between what felt like two planks. My head shot up “Oh you figured out what other toy I got today. This should help punctuate the lesson and ensure you never forget this important first lesson.” I felt it tight and locked behind my legs. “When the nice young woman at the story asked if I needed a humbler after I had picked up the paddle and crop and didn’t know what she was talking about. But when she explained it I knew it would come in handy. And now having you in it, I feel the name is very accurate. Just know, I have always wanted to punch a man in the balls without guilt and consequences, so I want to thank you so much for giving me this opportunity sweetheart. I would apologize for what I’m about to do, but you asked for this so I hope you enjoy it as much as I’m about to!” 

I tried to tell her to wait but all that came out was nibbles and she landed her first direct punch. I was instantly sent into another realm of existence. The pain shot through me and I couldn’t tell at this point if my balls or beaten ass hurt more. Again she didn’t hold back and landed a second punch. “Oh my God love. I think I just unlocked my own new kink. I’m going to ask to do this for every birthday or Christmas here on out. I don’t know how you’re liking it but I don’t know if I’ve ever had this much fun.” I groaned into the ball gag while my tears flowed constantly. Then two more in quick succession like she was in a TiBow class. “Ok lover one last punch and you’re all done with this part of your punishment. Thank you for this opportunity and trusting me to help you better yourself.” As she let one more fist fly she grunted as she made contact and finally I was done, completely throbbing in pain from the waste down. 

I could hear her walking around and stopped in front of me. “I’m sure you will never forget this experience and as we continue with your agreement, I want you to always remember this night. Again as I chatted with the lovely young lady at the novelty store she had one suggestion on how to finish the night that I would have never thought of in a million years. Before I release you she said I should just add one layer of humiliation to your punishment so when you reminisce about this night, your face burns as red as your ass does right now with the pure shame you are about to experience. Are you ready to wrap up this night subby?”

I slowly nodded just wanting the night to end and to go find some ice to sit on. “Well then,” she continued “Let’s get this over with!” Suddenly the blindfold was ripped off my eyes and I was greeted with a vision of a true Dominatrix. My wife had been transformed from an everyday soccer mom of sorts to a high end Vegas style Dom. She was wearing a latex corset with latex gloves that were fingerless and went all the way past her elbows. Scanning down I saw she had on a pair of black lace panties and then had knee high latex boots with a very high heel. I stared wondering how much she had spent and then cursing her for keeping this hidden all night. I’m sure it would have hurt more being spanked with my caged cock straining but it would have been worth it. “Ok, here goes nothing!” 

This was the first time she seemed unsure of herself all night. I could tell as I stared up at her from my confined vantage point that she clearly was forcing herself to do this as it was part of some master plan that she was now checking boxes. She had enjoyed spanking and beating my balls into next week, but now I felt some apprehension. Then she slowly moved her lace panties to the side and took a step closer to me. I could now see her perfectly trimmed landing strip that she hadn’t had in years. My cock began to push against the bars of my steel cage. And then without a word of warning she let go. Suddenly a stream of her warm yellow piss hit me directly in my face. The stream was strong and as she moved it all over my face, she hit both my eyes with enough force to open my eyes. It felt like diving into a chlorinated pool from a high dive but with a smell I wouldn’t ever forget. As she finished she unclipped my arms and the humbler before leaving and said “I’m sure you never had this on any list but now you know I am capable of everything and anything. I’m sure now every time you hear your own piss hit the toilet water, you will be brought back to this moment. I hope it has been burned into your memory. Now I need you to mop up and then go shower. We can talk about next steps in the morning.  And God help you if I come down here tomorrow and it still smells like this.” And with that she turned and left me alone to finish my chore. 

I don’t think this was the spark I was hoping to ignite in her when I made the proposal to lock me up, and even though I was going to have a hard time sitting for a bit I was still happy to have taken my shot. I just hoped I wasn’t going to have too many more of these correction sessions. 

To be continued…


r/ChastityStories • • 1d ago

M Chaste,F Keyholder Voyeurism West: Chapter Six & Seven. NSFW

6 Upvotes

Chapter Six

 

We awoke the next morning to the arrival of a surprise room service breakfast with a small bouquet of tropical flowers and a thank you note from Channel. With it came an invitation to meet up at the main beach the following day for lunch. Her and Andre would be spending the day hiking to the falls and having a serious discussion pertaining to their marital status so it seemed. We hoped for the best for them and ate the delicious array of tropical fruits whilst discussing the situation over bloody Mary’s. We both hoped desperately that we had not played any part in throwing a live grenade into someone else’s marriage, but in the end what could we do, we hardly knew them. I cleared up the breakfast mess, neatly arranging it back on the cart before leaving it outside the door. I found my wife lounging on the patio with a book in hand. I quietly walked up behind her and began slowly but deeply massaging her shoulders. She was startled slightly but looked up at me with the sweetest of smiles and I could feel her eyes staring deep into my soul despite the dark tinted lenses. I give her a light peck on the forehead, and she returned focus on her book, I continued on massaging. This went on for a while before I made my way to the other end of the lounger, dropped to my knees where I began massaging her feet instead. The wind in the trees, the songs of the tropical birds and the gently rolling surf from behind were heavenly. Combined with the warmth of the sun kissing my bare flesh and the scent of my wife’s sunblock, the entirety of this moment was simply blissful intoxication. I could sit there rubbing her feet for days without a break with full contentment and there was nowhere in the world I would rather be. I was awoken from my tropical trance by the thud of her book landing on the cushion in front of me, “Let’s go for a stroll subby. Grab us some iced cold beers for the walk.” I popped up immediately and did as told, returning with two frosty cold Red Stripes I handed her one as she rose to her feet taking my hand in hers. I glimpsed her tight oiled ass as she did so, my cage grew a little tighter. Just below that her book which I now saw was on femdom and training your man into the perfect submissive. My dick fought desperately for escape from the tight bars.

 

We had a beautiful walk along the truly stunning cove, watched some dolphins just off shore, chatted about whatever came to mind, it was like when we first began dating. We rounded the day off in the most sensual and romantic way possible as we sat in the cool glistening wet sand. My legs wide apart, her ass gently resting upon my still aching balls, while cradled in my arms, my fingertips lightly dancing around her firm nipples. As I did so, I gently kissed the nape of her neck as we watched the sun slowly dip below the crystal blue horizon. It was true romantic bliss, we never wanted to leave this place. As the moon rose and the stars shone brighter, we laid side by side in the shallow warm tide just staring up at the shining black abyss. Silently taking it all in, her hand gently intertwined with mine. We laid there for what felt like hours. Some time later her hand slipped from mine and the memorizing view got instantly better as her salty sweet pussy was gently lowered to my lips. I licked slowly and deliberately, rolling her nipples between my fingers gently just as she did to my own. The sounds, the scents, the tastes and the view of her tight perfect ass backdropped by the faint outline of a tropical night sky; I absolutely planned to take my time with these orgasms. They would surely be hard to top in the future. I cherished every lick, every muscular twitch, and every single second of this glamorous moment. By the time she lifted from my face and pulled me to my feet, my jaw ached but I could not have been happier about it. We took each other in arms once more amidst the ankle deep waters and just stared into each others eyes, the stars and moonlight setting them even more alight than normal. With a simple kiss my wife and I both agreed, this was how we were meant to be. This was right for us, we were both more than happy in our new found roles. We walked back under the night sky, took a romantic shower bathing every inch of each others sandy, sun kissed bodies and slid into the soft and airy sheets drifting off instantly as if sleeping on a cloud. I awoke alone still in the most content and blissful state of being I had ever felt. There was a note on my wife’s pillow informing me she had gone to breakfast with Channel and would be back later. It continued that I should relax and enjoy some time to myself. She signed it with the typical xoxo which I had always found tacky but now it somehow felt sweet and genuine. I placed it back on her pillow and went out for a good long swim before heading off to explore the resort some more. It was odd how just a few days ago I was mortified by the very idea of being seen in my tiny blue cage, now I hardly even noticed its presence and walked about mingling as if it were not even there. On the few occasions I got compliments, questions or passing comments I found the tightness in my stomach had turned to a feeling of warmth. I was enjoying it! My embarrassment had fully reformed into a sense of pride. The power of this simple pretty piece of form fitted titanium truly was a mighty little package. I soon found myself at the seaside cantina by the main beach and decided to have some of the spectacular smelling fish tacos being grilled over open flame. Having washed them down with a few cold brews I returned to mingling and was quickly met with plenty of friendly conversations with other naked, bronzed patrons. This place was truly amazing.

 

It was fairly late in the evening by the time I began wandering back through the impressively beautiful resort back to our villa which I found to be empty still. I was already feeling pretty tipsy and definitely did not need another beer, but the warm embrace of the tropical evening air gave too much temptation. I cracked a cold one and laid out on a lounger to take in all of the peace and tranquility, I was soon lulled fast asleep by the gentle rustling of palms above me. I fell deep into a wonderful dream world, one in which this was our back yard and we had no flights to catch. My wife’s wet pussy was grinding on my face, the waves lapping at my feet, the sand soft on my back and a wet warmth encased my throbbing cock. God, it felt so good. I could feel the familiar feeling of an amazing orgasm building in my loins. I could feel the hot cum bubbling, ready to jet out of my pulsating cock. Fuck this felt so real, I never wanted to wake up. I so desperately wanted this to be real, but at least I could cum in my dreams perhaps. My body clenched, my eyes snap open and go straight to my crotch just in time to watch a massive flow of cum dribble out of my now uncaged dick, my wife’s hand pulling the skin down painfully tight clenching the base of my shaft hard just above the familiar blue ring. She had been sucking my dick for real and ruined the most massive orgasm I have ever had. It seemed that a pint of cum had dribbled out onto my now heaving stomach. Begore I could catch my breath her warm wet lips were at work again and I was verging on blowing a massive load again within seconds. She sucked me to five sweaty and intense orgasms, ruining every last one until not a drop of cum came out as my dick twitched and bobbed, painfully hard before slowly beginning to shrink down desperate for a break from the endless stimulation. My wife now satisfied with her work began licking and sucking up every drop of the massive pool of cum as I drifted slowly back out of consciousness. The last thing I remember before fading into deep and exhausted sleep was her lips pressing against mine, her tongue parting my own and the feeling of salty warm cum filing my mouth and sliding slowly down my throat.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

[Chapter Seven]()

 

“Good morning subby, how’s your head feeling today?” My eyes cracked dryly open, straining against the bright already hot sun. As they slowly come into adjustment I was met with my wife standing before me, a tall dark bloody Mary in her outstretched hand. With a groggy grunting good morning, I take it and tip back half of the strong tasting glass in three massive gulps. “UUgh my head. I’m sorry dear I had way too much fun and sun yesterday as it turns out. How was your day with Channel?” I sit up slowly rubbing the dull throb now present at the base of my skull. “Good, it sounds like they had a bit of an argument that led to some drinks and a reset before reaching a point of calm and honest discussion. Much needed discussion sounds like. Channel and Andre want us to come over for cocktails and lunch in a few, though looks like you may be a little worse for wear subby, so you will not be drinking anything today, is that clear?” She had a playful but stern look about her as if she was daring me to disobey her, but I knew better by now and frankly did not have an issue with a detox day anyways. “Not going to be a problem. But it is a little late for that isn’t it? Guessing I shouldn’t be finishing the rest of this then?” I chuckle gesturing to the half a bloody in my hand. “Oh no subby, there is no booze in that, just my morning piss, and you will absolutely finish it.” I smiled at the joke and meet her eyes only to see a serious look in return, she wasn’t kidding. My half formed grin immediately shifts to a wide eyed pleading look of shock. “Right now.” She said in a firm and insistent manner. I bring the glass to my lips and swallow the rest of the now very different tasting drink without argument as a good subby should. After nearly choking on the last massive gulp just getting it down quick as I could, I placed the empty glass on the table. “Good boy. Now kiss my feet, thank me for draining your swollen, leaking balls last night and go take a nice soothing shower.” I did as instructed and made my way for the bathroom. “Oh, one more thing subby. I want that water as cold as it can go, every showerhead on and you had best stay in there until I come get you, enjoy.”

 

My balls were desperately trying to pull back through the tight ring and retreat into the warmth of my body. My dick had now shrunk so small in its already tiny prison that for the first time I could feel a gently tug at my piercing holding the head of my dick in place preventing it from shriveling any further and my nipples could be used to cut glass. I was a shivering mess by the time my wife came in and turned off the water flow from the multiple shower heads and tossed me a towel. “Hurry up and finish love we got places to be, and I don’t want to be late. Feeling better now?” She did not wait for a response but was right, I was numb but my head no longer hurt quite so bad so I guess it was worth it. We made our way to Channel and Andrea’s villa and met them on the patio, the smell of grilled lobster filled the air and a cooler full of iced cold beer was set out. “Hey guys! Grab a brew and come on in” Andre gestured to the cooler. “Thanks. Smells great. Ok subby, grab me a beer and then help Andre with the grill.” I dutifully oblige. “None for you?” Andre asked. I briefly explain how beyond hungover I was from yesterday and that I was blessedly not permitted to drink today per my Mistress’ decision. I waited for the typical alpha chuckle and comment of my sad state of obedience, but it never came. I instead received just a simple nod and “oh, that’s cool, can you pass me that butter?” We chatted by the grill for a while, making typical guy small talk until the lobsters were finished up. We plated them up and brought them in placing them on the already set table. Our wives were already sat chatting with a bottle of expensive looking chilled white wine. Dinner was incredible and everyone was getting pretty well tipsy by the time we finished and moved back out to the patio to take in the sinking sun. My wife nestled herself in comfortably, sitting upon my lap as we continued our evening of socializing. My caged dick stirred from time to time, desperate for touch in such close proximity to her sweet tight pussy. I could feel the wet warmth and it was driving me mad. As the wine was kicking into full effect the topic of discussion came back around to our marital dynamic and some more specifics on the ins and outs, pros and cons, and my wife happily dove into great detail. As she did so I felt the lusting frustration continue to grow within me. I stayed quiet and let her tell all while I gently massaged her shoulders, occasionally pausing to agree or add additional commentary when addressed directly. Each time kissing her neck softly to signify I had finished. Before long I found myself the sober guy at a drunk party and my eyes began to get heavy, my wife as if sensing this instructed me to my knees and guided my lips to her pussy where I began licking softly and slowly while she continued on with their conversation. When she finally pushed me away, I expected to be met with the sight of another deep pounding on the other lounge but instead saw a couple kissing and fondling one another’s crotches. I had never seen them do anything very sensual before as it was usually a hot and heavy fucking. Andre soon shot massive ropes of cum all over the ground some of it reaching as far as my wife’s legs and feet. Channel convulsed into an orgasm of her own and the couple melted into each other’s arms. “Honey go get a towel for poor Anna, you made such a big mess.” Channel said to Andre who immediately apologized and hopped up to do so. “Oh, don’t worry about it Andre, would be a shame to get one of these velvety soft towels all dirty and crusty. You just be a dear and refill our glasses, Max here will take care of your mess, won’t you subby?”

 

She turned her gaze downward towards me and I was met with my deer in headlights look of wide eyed disbelief. We had talked before of my being slightly bisexual but have never acted on it in any way let alone remotely discussed anything like this. I had no idea what to make of it, how I felt or what to say, but I knew one thing for certain deep down. I must obey my Mistress, no matter what. So what was there to discuss or ponder then really? The seeds had been planted and a deep longing from within now drove me to just obey Mistress’ instructions, I must to keep her happy at all times, to be a good boy, to be her perfect subby hubby. As her fingers pointed to the ground, no further words needed be said, without so much as a hint of resistance I was on my hands and knees licking Andres still warm cum from the tops of my wife’s feet, suckling the remnants from between her still sandy toes and working my way up her legs ensuring every drop was all cleaned up. As I started to raise my head and proclaim my duties done well, she chimed in once again, “No sense leaving a job half finished, don’t forget the patio too subby. Make sure you get it all. Lucky for you Channel already took care of Andres monster cock or you may have been checking that first off the list tonight as well.” I must have turned four shades of red but I obeyed without hesitation crawling along the patio licking up a mixed trail of cum and sand until Andres feet came into view and the last drop was cleared. “That was incredible. I am so turned on again already, Andre be a dear and return the favor would you?” Andre speechlessly reached for her pussy again but was stopped. “Not like that, I want to feel your mouth on me?” Andre pulled his hand away and looked bashfully towards my wife and I as if embarrassed to be seen in such an “unmasculine” position but slowly lowered his head and began to move to his knees. Still on the ground frozen partially in shock, I hear my wife chime in. “Max can take care of that for you as well if you would prefer Andre.” He froze almost as if in contemplation as my wife continued. “He truly is a masterful pussy eater after all of his pent up horny time and practice Channel, he is yours if you wish just say the word. Andre here looks like he may die of embarrassment if he had to get on his knees and eat for an audience.” My wife and Channel both laughed while Andre and me both remained frozen, unsure what was happening or what we were supposed to do anymore. “That is a tempting offer Anna, what do you say Andre would you like to watch our caged little subby friend here eat my pussy while you sit back and jerk off like a ‘real man’?” Andre nodded and returned to his seat ignoring the obvious dig at his ego. Almost in unison came my Mistress’ command, I crawled forward slowly and buried my face in Channels dripping wet pussy. I got to work immediately and Mistress toyed with my plump, aching balls the entire time making it blissful torture, but I brought Channel to two shaking, quivering orgasms before she collapsed back exhausted. As I turn to await my wife’s next command, I see Andre blowing another massive load on her perky bronzed tits. I needn’t be asked this time, I knew what was coming, or in fact already had. I crawled to her still on her knees and lap up every drop, pausing when I could on her rock hard nipples.

 

The night came to a natural enough ending there with Andre and Channel both pretty well drained dry of orgasms and my wife equally spent. I had not had a drop of alcohol all day and yet still felt the room spinning as I drifted off to a labored sleep next to my increasingly sexy wife and rapidly evolving Mistress. The following day was that of a very normal romantic couple on holiday. Nothing was said of the previous night’s antics, I simply served my hungover wife a bloody and breakfast in bed before massaged her feet as she ate. As she did so she told me of our plans for the day. We went to yoga on the beach, which was a bit awkward at first least of all for being the only guy there. Then there was the constant gazing of others directed at the gleaming metal cage between my legs. To make matters worse my wife decided she wanted to be front and center, so everyone had a good view. The only saving grace is I didn’t have to spend the whole session trying not to stare at all of the beautiful women surrounding me us. Besides, by now I had come to wear it with a sense of pride so the discomfort was fairly short lived. From there we went for a long hike to a stunning waterfall with a swimming hole at the bottom. The water was freezing cold. It felt amazing after the hike out and we had it all to ourselves for over an hour before another couple showed up. We made small talk for a while but decided to head back down and leave them to their own romantic little moment. We got back just in time for an amazing dinner and went to a beach bonfire party which was a wonderful time. Best of all for me at least was that we met another couple who also had his partner locked in chastity. It was a nice, very flattering little nub of a plastic device, electric blue which made his penis look like a third very blue ball atop his other two. They had come in from California and were a long time committed couple with a dom/sub dynamic. From the conversation we had it sounded as though it was somewhat reminiscent of our own dynamic though they were also polyamorous, my wife and I both found this prospect interesting. We ended up talking with them for a while full of intrigue as to how their open relationship worked and such. At one point my caged companion was instructed to go get his Master another drink, my wife looked at me and didn’t have to say a word. I followed suit and we headed off together towards the bar. While our drinks were made, he asked how long I had been denied and told him it had been just over a month. “How about you?” I damn near spit out my beer at his answer. “This trip marks six months without orgasm. Well, apart from anal orgasms anyways.” Our drinks were handed to us and we carried them back to our respective dominants, my brain frozen in fear and disbelief at the thought of six months without release, I would go insane. Sadly, I knew deep down one day I would almost certainly find out. As we got back to our loved ones, he without hesitation dropped to his knees and presented his parter his drink, I followed suit not wanting to disappoint my Mistress, or maybe not wanting to be out done. Then again, I too felt a degree of pity at his lone gesture amongst a large crowd, many of which were now blatantly staring at and talking about the two guys kneeling with caged dicks. It felt good to have a companion in the same boat.

 

Much of our conversation with them was very kink driven and I could tell my wife had gotten some fresh ideas, but we eventually parted to make the rounds with others attending the fire. This was a pleasant evening as we got to socialize plenty and for a while just completely forget that we were all nude and just mingle. When we finally returned to our villa after a long romantic beach walk, we found another note this time along with a bottle of very expensive champagne. “Thank you both for an amazing and eye opening experience over this past week, unfortunately our time here is almost up. But tomorrow is our anniversary! And we would be delighted for you to join us at the main beach if you wish. We may have a little surprise that should amuse both of you.” My wife and I toasted their achievement with the bottle of bubbly amidst my giving her a full body massage before drifting off to champagne dreams in the ultra fluffy bed. As soon as we woke up, we slathered each other in sunscreen and made for the restaurant for a good grease coat breakfast as we suspected there may be a fair share of celebrating on the beach today. We hydrated with extra coconut water and juices all morning deciding it best to hold off on the cocktails until we arrived at the beach bar. I could taste the strong and delightful rum punches already. We found a nice shaded little spot near enough by the bar so that our new friends could find us and settled back against the palm trees watching the happy naked couples come and go from the palm roofed boozy oasis. I was nearing the brink of dozing off in the peaceful tranquility when my wife’s voice snapped me awake exclaiming that Channel and Andre were heading our way. As I looked over and waved to greet them, I found myself confused. Why was Andre wearing a pair of tight black swim briefs? “Odd. I thought.” I turned to my wife and began saying how, “I thought all clothes were prohibited? Besides why hide that monster from everyo….” The realization hit us both mid sentence and my wife cut in, “No fucking way..!” We shared a glance of completely differing reactions. Mine of confusion and shock, hers of sheer excitement. That was no swimsuit. As Andre and Channel neared with his head hung in a mix of shame and humiliation, it became increasingly obvious what he was wearing. Andre was locked in a chastity belt. A black steel full belt, secured around his waist and completely encasing his monster cock and balls in what looked to be a very inescapable metal athletic cup. “Hey guys glade you made it! How do you like Andre’s anniversary present? Well, I guess it’s really mine too. Come on, let’s celebrate!”


r/ChastityStories • • 2d ago

M Chaste,F Keyholder Sorority Rush - Part 1 NSFW

200 Upvotes

[Prologue](https://www.reddit.com/r/ChastityStories/s/yPUoOeV1SM)

Noah was just packing away his schoolwork for the weekend and preparing to settle in for a long Friday night of gaming when a loud knock at his door nearly scared him out of his chair. He couldn’t imagine who would be knocking on his door on a Friday evening. He had failed to make many friends during his first few weeks at college. In fact, most of his social interaction came from talking over the mic with the friend group he was about to game with.

Crossing his extremely neat dorm room(he liked to keep it that way in case he ever brought a girl home, as unlikely as a prospect as that was) he opened his door without looking through the peephole. A visibly panicking Hannah was standing on the other side. She barged past him and perched herself on the edge of his bed, her foot tapping rapidly as her hand hovered protectively over the small purse she was carrying.

“Hannah? What’s going on? Are you okay?” The questions tumbled out as he shut the door and took in the sight of his long-time friend. They had known each other since middle school and she was the only real friend he had at their large college. All his other friends had stayed local while he had decided to challenge himself and move across the country for school. It was just happenstance that Hannah had decided to do the same thing. The friendship had waxed and waned through the years as they got older, but the strong connection they shared had never dissipated. He knew that she saw him as just a friend but she was everything he could dream of in a girlfriend. Smart, kind, beautiful and just the right amount of nerdy. It took all his willpower over the years to not ruin their friendship by blurting out his true feelings for her.

“Sorry. Sorry,” she said, still fidgeting nervously and refusing to meet his eyes. “Please tell me you’re free tonight. I really need your help. I didn’t know who else to ask.” Her words raced from her mouth like the lyrics to one of the popular rap songs he always heard when walking past the frat houses.

“Calm down, Hannah. Everything will be okay. Of course I’ll help you. Anything you need.” He hated to see her so shaken up. He couldn’t imagine what she needed that had gotten her so stressed out. She was usually so cool and collected under pressure, made school and social life look like they were second nature to her. Hell, she was even about to be admitted to the hottest sorority on campus.

“You don’t mean that. No one would willingly do it. I can’t believe they are even asking us to do this. Only the girls with boyfriends are gonna be able to pull it off,” Hannah mumbled, speaking just loud enough that Noah could make out her words. She was still wringing her hands nervously over her purse, like whatever was causing her all this stress was hidden inside of it.

“I promise I’ll help you, Hannah. Whatever it is, we’ll figure it out together. Just look at me and tell me what the problem is,” Noah said, going to kneel before her and placing his hand on the mattress beside her, too afraid to actually lay his hand on her thigh.

“You don’t mean that,” she said, finally looking up from the ground and meeting his eyes. “You don’t even know what I’m here to ask you. You’ll call me crazy and kick me out and never want to speak to me again.”

“Of course I won’t do that,” he said, feeling a stab in his heart at the barely suppressed tears in her eyes. “I promise that if I’m capable of doing what you need, I’ll do it. No questions asked.”

“Fine,” she said, a fire lighting behind her eyes, anger filling her voice to mask the shame and nervousness. “I need you to put this on and come with me to my welcome party at Pi Delta tonight.” She pulled out a strange looking hunk of white, high-end plastic from her purse and held it out for him to take.

His heart fluttered. She wanted him to go to a party with her. And not just any party, but one at Pi Delta, the sorority filled with the hottest girls on campus. He hadn’t been to any social events on a weekend since his first week on campus. And now he had a chance to go to one of the best parties he could imagine. All these thoughts flashed through his head before he took in the item that Hannah was offering him. “What is it?”

“It’s a chastity cage,” Hannah said, all the anger leaking from her voice and being replaced with shame. And just like that, all of Noah’s excitement was gone, dread taking its place. Chastity wasn’t his thing but he watched enough porn to know what it was. And from what he knew, it was far from something he would enjoy. His lack of friendship had lulled him into a bad habit of masturbating multiple times a day. The thought of having his dick locked away was literally his own personal nightmare.

“Okay… and why exactly do you want me to put it on?” Noah asked, trying to keep his voice as neutral as possible.

“It’s my final pledge task,” she said miserably. “Either I show up to the party with a guy locked in this cage or I don’t bother showing up ever again. I know it’s too much to ask, but I really want this. I’ve already been through so much to get this far in the pledging and the thought of falling at the last hurdle is too much. Plus joining a sorority will look so good on my resume. It’s everything I dreamed of when I moved all the way out here for school and I’m gonna lose it all in just a couple of hours.” The dam of tears finally broke, rivers of them rolling down her cheeks and dripping onto her black leggings.

“You’re not gonna lose anything,” Noah consoled, unable to watch his crush cry. “I told you I’d help you and I meant it. Now please just calm down and tell me exactly what you need.

“Really,” Hannah asked, wiping her tears away and letting a smile that lit up the room escape her lips for the first time since she had stormed into his dorm room. “You’ll really where this stupid chastity cage and come with me tonight?”

“I said I would. But let’s get to the point before I come to my senses,” Noah groaned, smiling at her to show that he was only partly joking.

“You’re amazing, you know that? You’re just the best,” she squealed, nearly knocking him over as she leapt from the bed and twirled around. “All I need you to do is put this Cyberlok cage on and come to the party with me tonight. It’s some super high-tech chastity cage that I control through an app on my phone. Once you set up an account as a chaster on your phone and put it on I’ll set the lock until midnight and then we’ll be good to go. Ohh, and the party will only be all the sisters and a max of seven other guys if all the other pledges manage to complete this task. Which I doubt they will. Only three of them have boyfriends and no one else has a friend as good as you. I promise I’ll introduce you to all the girls I know. We’ll find you a girlfriend for sure.”

Her last sentence was a gut punch, but what more could he hope for, he’d never made his true feelings towards her known. The rest of it actually didn’t sound that bad. He’d never heard of a Cyberlok cage before but it sounded like she only wanted him to wear it until midnight. Not even six hours. That would be easy. He wouldn’t even have to skip a jerkoff session. He’d planned on gaming well into the night anyways. He would have still been sitting behind his computer talking to his friends and firing his virtual gun when the cage released him. Plus the thought of being introduced to some of the other girls in Pi Delta had its appeal. Even with his deep infatuation with Hannah, he could admit that he’d be lucky to date any girl that passed through the doors of that sorority. It didn’t sound like that bad of a night at all. He’d go and meet a bunch of beautiful girls then come home and have himself a night with his newly freed dick.

“I can do that,” he said before he had time to think any deeper about what he was agreeing to.

Hannah’s excitement was bubbling over as she snatched his phone from his hands and began tapping away to get the Cyberlok app installed and an account set up, unable to wait for him to fumble through the task himself. She even created a username for him, only passing the phone over for him to type in a password. She chose the name BestieNoah for his account. Just another shot to his heart, but at least he had the prospects of meeting other girls at Pi Delta soon to ease his hurt.

“Done,” Hannah cheered. “Now you just need to put it on.” She placed the device into his outstretched hand. It was heavier than he expected. And smaller than he would have liked. He knew he wasn’t massive by any means, but he still thought his dick was big enough to warrant a slightly bigger cage.

All of a sudden, what he had agreed to became very real. He was about to lock his dick in a tiny cage and let his secret crush be the only one who could let him out. He trusted her completely, but it was still an embarrassing thought. She would know that his penis was cramped into the small white hunk of plastic now resting in his hands.

“Uhh, right. I’ll just go put it on in the bathroom,” he said, heading to the small bathroom attached to his dorm room. It was one of the benefits of having landed a room in the all singles dormitory, the space saved with the tiny bedrooms was enough to provide every room with its own personal bathroom.

Pulling down his shorts and boxers, he looked at his soon to be imprisoned dick. It was blessedly completely soft. He didn’t think he’d have any chance of squeezing it into the cage with even the slightest of chubbs.

The process was more complicated than he’d imagined it would be. It took him a few minutes of trial and error before he figured out that he needed to force one ball at a time through the small base ring before jamming his soft penis through it so that the ring rested snug against his pubic area. The next step was more straightforward but no more enjoyable. Once his dick was squished inside the cage and it rested flush with the ring, he felt a slight click like the two pieces had sealed together. He looked at the app on his phone and pressed the glowing green ‘Unlock’ button and heard another faint click and was able to separate the two pieces.

With a final, resigned sigh he pushed the two halves together again and called out to Hannah. “Alright. I think it’s on. I’m not sure what else I’m supposed to do.” Before he even had a chance to pull his pants back on and peak back into his bedroom, he felt a whirling vibration and a light flashed on the cage. Looking back at his phone he saw that the ‘Unlock’ button was now greyed out.

With his pants back on and hiding the cage he went to see Hannah.

“You did it. You’re my hero,” she cheered, jumping up from his bed and wrapping him in a tight embrace. He felt himself stir in the tight confines of the cage as her substantial breasts squished up against him. “I set it to let you out at midnight. You’re the best. Meet me at my dorm at 8:30 and don’t be late. We need to be at the party by 9 at the absolute latest.” She said all that as she was backpedaling out of his room, her small frame almost bursting with joy at having completed her final task.

With a sigh he decided that he may as well eat some dinner before he had to start getting ready. He grabbed his wallet and keys and took a last look to the newly installed app on his phone.

Remaining time: 5 hours 25 minutes 7 seconds


r/ChastityStories • • 2d ago

M Chaste,F Keyholder The Shape of Wanting NSFW

10 Upvotes

Welcome to The Shape of Wanting.

This is a story about a want that began before it had a name. About a mother’s attention, longed for and never truly received, and the way that absence can grow, quietly, into something else.

For me, that longing didn’t disappear with adulthood. It became tangled with a desire for strictness—for an authority I couldn’t argue my way around, for someone to meet my stubbornness and stay long enough to see what was beneath it. I had spent so much of my life insisting on my own reasons, while struggling to say the simplest thing: I wanted her attention. I wanted to matter enough to hold it.

This story comes from that unresolved place, where tenderness and control become difficult to untangle, and the wish to be held meets the wish to stop resisting. It follows ten years of longing into one Friday night, when the narrator finally puts his deepest desire into words.

Whether what follows answers that longing or gives it another shape is a question I leave with the reader. I know only where the story began.


The oil was warm on her shoulders when the last of it finally gave way.

I let my hands rest a moment, feeling the slow unknot of the muscle at the base of her neck, the one she'd carried all week. Ten years of giving her these massages had taught me exactly where the tension lived, and how long it took to loosen it. It had taught me a great many other things, too, though I'd never have thought so when I first sat down at the foot of a dorm room bed, a fresh college student, and let my mother work her fingers through my hair.

That was where it had all started. Not the massage, the massage was just the excuse, the cover, the thing that let us be close without naming what the closeness was.

It had started, really, with a cage.

She'd bought me a chastity cage the summer before my sophomore year. A simple thing, really. A ring that fit snugly around my balls and the base of my shaft, with a small cage to sit over it. My shaft went into the cage, and the cage restricted the erection enough to make masturbation impossible. Not unpleasant, exactly, just... incomplete. A constant, low hum of need that never quite got to be resolved.

And she'd kept the key.

"Focus," she'd told me that first night, her voice calm and certain, the way it always was. "A boy who can't cum on his own timeline learns to be patient with the rest of his life. You'll do your work, and you'll do it well, because you'll be thinking about nothing else."

I'd thought it was a joke at first. A college age prank. But the key stayed in her coat pocket, and the cage stayed on me, and week after week the joke became the truth, and the truth became the whole shape of my life.

Somewhere between the second and third year, the wanting changed.

At first I'd asked to be released the way you ask for anything. A straightforward request, a fair trade. I did my work, let me out. And she'd let me, sometimes, when I'd done well. And other times she'd simply smile, and say I was doing so good, and that she just might, and then never.

That was the thing about her. She knew exactly how to make it drive me. Not cruel, never cruel, just patient, in a way that made my mind do strange, circling things. I'd catch myself thinking about the cage all day, in the middle of a lecture, in the middle of an exam, and I'd feel my cheeks burn, and I'd know she'd have found it funny if she could have seen me.

So I stopped asking.

And then I started asking for other things. Smaller things. May I rub your feet, Mother? May I work out your back? May I just sit here and be near you? And she'd say yes, and she'd say yes, and the yeses would come with a warmth that made the cage feel less like a restraint and more like a promise.

Before I knew it, I was rubbing her whole body. Her shoulders, her back, her legs, and, slowly, carefully, the way you'd approach a sleeping animal, the space between her legs.

She'd get wet. God, she'd get wet. And I could feel my own cock straining against the cage, hard and aching, and the pain of it was its own kind of pleasure, and I couldn't look away, and she couldn't either.

"I bet you want out of that cage," she'd murmur, her fingers loose in my hair, her hips tilting just slightly toward me.

"Yes, ma'am," I'd say, because that was the only true thing I knew how to say. "I do."

"You're doing so good," she'd tell me, and her voice would drop to something low and unhurried. "I just might..."

And she never would.

I loved it. I loved it in a way I couldn't explain to anyone, not even to her, because the explaining was the thing I wasn't allowed to do. The wanting had to stay wanting. It had to stay hers.

It took a while for the confessions to come, and when they did, they came all at once.

I told her about wanting to serve her. About standing before her in nothing but the cage. About the paddle she'd bought the same year, a flat, honest piece of wood, no decoration, just the right weight. About holding my hands over my head, and her lap under my legs, and the counting. She'd always counted. One. Two. Three. Out loud, so I knew exactly how many there were, and exactly how many I had left to go.

I told her about the milk, too, the way it tasted warm and faintly sweet, the way she'd hold me close and let me feed like a baby while she ran her fingers through my hair and told me I was her good boy. She had started producing again a few years after she started feeding me weekly. The tenderness of it undid me every single time.

She didn't make me feel small for any of it. If anything, she made me feel held, like the wanting had finally been given a place to live that wasn't shameful.

I got a career. I got my own place, a real one, with a window that looked out onto the street and a door I could lock from the inside. But I kept the cage. And she kept the key.

Every Friday evening, I went to her.

The massage first. Then the wine, I'd pour it for her, and she'd let me pour myself a glass, because that was a reward, and she was careful about rewards. And if I'd been a good boy all week, she'd let me start at her feet.

Kiss them. Slow, lingering kisses, the kind that made her toes curl. Then the toes, one at a time, the way she liked, and I learned to suck them gently, so it was pleasure and not just pressure. Then the legs, slow and unhurried, working my way up, inch by inch, the way a man climbs a ladder he's been told he'll never get to the top of.

And then, if she wanted me to, I'd reach the end of it.

She'd let me eat her out, and she'd let me take my time, and the sounds she made were the best sounds I'd ever heard, better than anything in any room I'd ever been in. When she came, she'd come with her whole body, her hips bucking, her fingers in my hair, and I'd taste her, and I'd taste her, and I'd taste her, and I wouldn't stop until she told me to.

I loved it. I loved all of it. I loved the cage, and the key, and the counting, and the milk, and the way she said that's my boy like it was a prayer.

That Friday, the massage ended the way it always did, with her leaning back against the head of the bed, a slow smile spreading across her face, the oil catching the light on her shoulders.

"Mmm... that's it, baby," she murmured. "Right there. You have such gentle hands."

She turned her head to look up at me, studying my face. The faint flush on my cheeks, the set of my jaw, the cage I'd worn faithfully for ten years. A fond, knowing look crossed her features.

"You've been so good today," she said, reaching up to tuck a strand of hair behind my ear, her touch lingering. "Friday, isn't it? My little Friday ritual." She patted the space beside her on the bed. "Come, sit with me. You've earned a moment of rest before the wine." Her eyes crinkled. "But first... you know the rules, don't you? What do I say when you've done well?"

I sat down, because that was what I did. I sat down, and I looked at her, and I waited.

"That I may kiss your feet?"

A slow, approving smile. She lifted one hand and cupped my cheek, her thumb brushing under my eye.

"That's my boy," she said softly. "You always remember your manners."

She patted the space at the foot of the bed, her bare feet resting on the edge, toes curling just slightly. "Then go on, then. Kiss them. And don't rush this. You've had a whole week of being a good boy to make up for." Her eyes held mine, patient as ever. "And remember, a kiss is all I've given you permission for so far. We'll see how the rest of the evening goes before I let you go any higher."

I went to her feet.

The first kiss was on her ankle, slow and warm, and then I worked my way up, long and lingering, each one a little wetter, a little slower, until I reached her toes. She let out a soft, breathy sound, and I felt her toes curl against my lips, and I knew I was doing it right.

Then she leaned back, and her hand slid down between her own legs.

"Shh... that's it, baby," she whispered, her eyes finding mine. "You can watch, if you like. You've earned every inch of this."

A low, pleased hum built in her chest as she worked herself, her free hand coming up to brush my hair back. She watched me watch her, and I could feel my own cock straining against the cage, hard and aching and trapped, and the pain of it was its own kind of pleasure.

"Mother," I said, and my voice came out softer than I meant it to. "You're so good to me. Thank you."

Her expression softened. She reached down and squeezed my knee.

"You don't have to thank me for that," she murmured. "You've been a good boy all week. This is just... you being rewarded for it." A slow, knowing smile. "Now then, tell me how that feels in there, being so close and having to hold so still. Be honest with me, baby."

I was honest. I was always honest with her, even when it cost me.

"Mother, I have to confess that I've been bad. Yesterday I fantasized about you releasing me. About allowing me to make love to you. For my cock to be deep inside you." My voice cracked on the last word. "I know I will never be released. Please correct me, and punish me severely, and remind me of my place. My thoughts should only be for your pleasure, not mine."

Her hand stilled between her legs for just a moment. Her expression shifted into something quiet and serious, not unkind, but firm. She set her free hand on my knee, pressing down gently, anchoring me.

"Look at me, baby," she said, and when my eyes found hers, she continued, her voice low and steady. "Thank you for your honesty. A boy who confesses is a boy I can correct. That's what I want from you, always."

She leaned forward, her face softening, but her tone didn't.

"Now listen to me carefully, because I need you to truly hear this. You don't get to want this for yourself. Not like that." She tapped her fingers once, deliberately, on my knee. "Your thoughts are not about what you get to feel. They are not about being released, or about me, or about what it would be like inside me. Those are my choices to make, and they are not yours to reach for."

She straightened, her chin lifting with that familiar, unhurried authority.

"Your only purpose tonight, your only desire, is my pleasure. That is your place, and it is a good place, and you will be glad to hold it." Her thumb stroked my knee once, gentle but firm. "You've been a good boy all week, but a confession like that needs to be answered for."

She reached over and switched off the lamp, letting the room dim to a soft amber glow. "You are going to get down on your knees, and you are going to come to my lap. You are going to hold still, and you are going to feel every one of these, and you are not going to move until I say you may."

Her voice dropped to a warm, almost tender murmur. "I have the paddle where I left it, baby. You know what it feels like. And you know I always count them out loud." A small, fond smile in the dark. "So be a good boy, and hold still for your mother."

She slid off the bed and went to the drawer, the soft creak of it the only sound in the quiet room, and I could hear the faint, familiar click as the paddle came free.

I was on my knees when she came back. Head down, hands in my lap, the way I'd been trained to be since college.

"Mother, may I make a request?", my heart pounding in my chest. The words I have been wanting to speak out loud cannot be taken back.

She stood over me for a moment, the paddle resting lightly against her palm, and I could see the faintest smile in the amber light. She didn't move closer, not yet. She simply looked down at me, patient and unhurried.

"A request," she repeated, her voice calm. She tilted her head, studying me. "You're on your knees, your head is down, and I'm holding the thing that's about to make you cry a little. And you want to ask me for something?"

A soft, almost amused breath. "Very well, baby. You may speak. But understand this, a request from a boy who's been corrected is not a demand. It's a question, and the answer is always in my hands." She tapped the paddle once against her other palm, a soft, deliberate thwack that landed nowhere but the sound of it. "So ask your question, and then be very, very still for the answer."

I asked.

"I feel like I need you to spank me until I cry. Then tie me down, and spank me until I beg. Then spank me until I break. I am asking for you to beat the hell out of my ass so that I am afraid to ever think about my own desire again. I am asking you to push me past breaking, to fully broken."

Her expression went very still for a moment. The paddle rested against her palm, and I could see her studying me, really seeing me, the way she had since I was a boy on a dorm room floor, years and years ago.

Then something in her face softened. Not into softness, exactly, but into a deep, settled seriousness. She stepped closer until the hem of her robe brushed my knees, and she crouched down so she was level with me, her face close, her eyes catching mine in the dim light.

"Listen to me," she said, and her voice was quiet now, stripped of any play. "You just told me the truest thing you've said all week. And I'm not going to pretend it doesn't move me." Her thumb brushed my cheek, gentle, for just a second. "You want to be broken. You want to feel so small that there's no room left in you for any want that isn't mine. That's not a punishment I give you to make you suffer, baby. That's a punishment I give you to make you empty, so I can fill you with exactly what you're allowed to want."

She stood, and the gentleness folded away into something structured and certain.

"You've asked for a lot. So I'm going to give you a lot." She set the paddle down on the nightstand with a soft, deliberate click. "But you don't get to stop me at 'cry,' and you don't get to stop me at 'beg.' You asked for broken. So we're going all the way there, and I'm not going to let you look away, or count, or hold your breath. You're going to feel every single one, and you're going to thank me for every single one."

She pulled me up by the hand, gentle but firm, and guided me back to the bed. Her hands were steady as she worked the straps of the old leather restraints from the drawer, the same ones, worn soft from ten years of use. She laid me back and secured my wrists above my head, my ankles at the foot, testing each knot once, twice, so I knew exactly how still I was going to be.

Then she settled back onto the edge of the bed beside me, close enough that her knee pressed into my side, and she lifted the paddle into the light.

"You're going to hold still, baby. And when I count, you're going to say the words I want to hear." She held my gaze one more time, warm and absolute. "First, I want to know you understand your place. So tell me, whose pleasure is this for?"

The paddle tapped, once, softly, against her palm. Thwack.

"Answer me, and then we begin."

"This is for your pleasure, thank you, Mother."

A slow, satisfied breath left her lips. She set the paddle down, and for a moment her hand covered mine where it was still loose, her thumb pressing a small, warm circle against my knuckles.

"That's the answer I needed to hear," she said, her voice low and certain. "Not for yours. Not for us. For mine. You hold onto that, baby, even when it hurts. Even when you can't think of anything else. That's the only want that's allowed to live in you tonight."

She tested my wrists one more time, firm, so I felt exactly how still I was going to be. Then she settled back, and when she lifted the paddle again, the light caught the worn wood of it.

"Let's begin."

The first strike was measured, deliberate. A full, flat crack across my backside that bloomed hot and immediate, a flash of sting so clean it made me jerk against the restraints before I could help it.

"One."

Her voice was calm, unhurried, almost sweet. "That's the one that tells you I'm here." The paddle lifted, and fell again, harder this time, the sound sharp in the quiet room. "Two. And that one tells you I'm not going to be gentle. Not yet."

She found a rhythm, each count landing clean, each one a little more certain than the last. Three. Four. Five. The heat built under me in a steady, spreading burn, and I could feel my breath starting to come faster, my hips trying to twist away even as the straps held me perfectly still.

After each one, I said thank you. The first ones came out clean, then a little more strained, and by the fifth my voice was already starting to fray at the edges. She heard every one. She was always the one to hear the things I didn't say.

"Good," she said, and the paddle kept falling in that steady, certain rhythm. "That's the sound I want. Every one of those. Don't you stop thanking me, baby, not until I tell you to."

But I was starting to struggle. The restraints creaked and tightened as my hips jerked, my shoulders pulling at the straps, my whole body trying to twist away from the clean, sharp crack of each strike. It was more than I could sit still through, and she let me feel exactly how still I was not allowed to be.

"Easy now," she murmured, not stopping, her voice steady over the sound of me moving against the leather. "You can struggle all you like, baby. It doesn't change a single thing. You're still going to feel every one." The paddle fell. "Twenty-six."

By the time she reached thirty, the room was full of my quick, broken breath, and my thank yous had come apart into something barely a sound, half a gasp, half a whimper, the words cracking and slurring out of me in pieces. I was shaking now, my hips locked and trembling in the straps, my face slick and hot, and the sting under me had gone from sharp to a deep, aching burn that radiated through my whole backside.

She slowed, just slightly, and the paddle lifted, held for a moment in the amber light.

"Can I still hear you, baby?" she asked, her voice quiet and careful now, though her eyes were hard and steady. "Your words are coming apart. I can barely make them out. So tell me, slow and clear, the way I need to hear it, whose pleasure is this for?"

The paddle hovers, waiting. "Tell me, before I bring it down again."

"This is for your pleasure, Mother. Please take your pleasure."

She heard it. She always did. And something in her face settled into something colder, calmer, more certain than I'd ever quite seen it before, the real her, the one who'd been holding the key to my cage for ten years, and who had always known exactly what I needed to be told.

"Your pleasure," she repeated, and the paddle fell again, clean and sharp, right on the worst of it. "Thirty-one." Her voice was lower now, stripped of all its warmth. "Yes. You know that. You've always known that. The only question was whether you'd remember it when it started to hurt."

She watched me struggle against the straps, watched the tears I couldn't hold back anymore, and her expression didn't soften. If anything, it went flatter.

"You know what's funny, baby?" she said, and the paddle came down again, slow and deliberate. "You thought you were in control of this. You thought you'd asked me, so it was your idea, your request, your little confession." A soft, almost pitying smile. "It wasn't. You needed me to do this. You've needed it your whole life, and you've just been too proud to admit it until I made you."

The paddle fell. "Thirty-two."

"You're not my son right now. You're not the man with the career and the apartment and the Friday wine." Her voice cut clean and cold. "Right now, you're a boy in a cage, and you don't get to want anything that isn't given to you. Your desire is my property. You don't own it. You don't get to reach for it. You don't even get to have it, not until I decide you've earned it back."

She leaned in, close now, her face level with mine, her eyes hard and absolute, and I could see myself in them, small, shaking, wrecked, and completely, finally hers.

"You're crying for me," she said, not a question. "You're shaking for me. You're begging for me, even if you don't know it yet." The paddle lifted. "And the best part, little boy, is that you're going to keep going. Because I'm not done. I'm just getting started."

Her voice dropped to something almost gentle, which was worse somehow.

"Now. You want me to hear you break?" She set her jaw. "Then break, my love. Beg me. Tell me you're nothing but mine."

The paddle hovered, patient and certain, over the worst of me.

"Tell me, or I'll keep going until you do."

"I am yours Mother!" I yelled in agony. "Please..." I trailed off, as if to ask for mercy.

She heard the plea. She heard all of it, the agony in my voice, the way please came out on the edge of a sob, the way I was asking for mercy like it was the only word I'd got left in me.

And she didn't give it to me. Not yet.

"Mercy?" She said the word slowly, almost tasting it, and the paddle fell again, right on the worst of the ache, and I arch off the bed in the straps, a real sound tearing out of me. "You're asking me for mercy, baby. After you asked to be broken." Her voice was steady, cold, patient. "Mercy is for when you've already done what I asked. And you haven't done it yet."

She crouched down to my level, her face close, her eyes holding mine, and there was no softness in it now, just that deep, settled certainty.

"You're not allowed to beg for mercy from me. Not tonight." Her thumb found my lower lip, pressing, gentle even in its cruelty. "You're allowed to beg for me. There's a difference, and you're going to learn it."

The paddle lifted.

"You asked to be pushed past breaking. So I'm going to tell you exactly what breaking looks like, and you're going to give it to me. Not a whimper. Not a 'please' that trails off into nothing." She set her jaw. "I want to hear you say, slow and clear, the words I'm about to give you. You're going to say them like you mean them, or I'm going to keep going until you do."

She straightened, and her voice dropped to something low and absolute.

"You are going to say, 'I am nothing but yours, Mother. My body is yours, my desire is yours, my pleasure is yours, and I will not want a single thing of my own until you allow it.'"

The paddle hit my ass so hard I heard echos in the room. I moaned and cried and trembled.

"Say it, baby. And say it like you mean it."

She wasn't going anywhere. She wasn't going to stop. And I could feel it in the way she was standing there, patient and certain and utterly sure of herself, that she'd already won this. That she'd been winning it since I was a boy on a dorm room floor, and the only thing left for me to do was finally, fully, say the words she'd been waiting ten years to hear.

"I am nothing without you, Mother. My desire is yours, my body is yours. I deserve no pleasure. I deserve nothing except what you give me."

She lowered her face down to mine, and the paddle kept falling.

"I want to spank you even harder. Is that what you want?"

"Yes, ma'am."

"Say it like you mean it."

"Yes, ma'am. My purpose is your pleasure. I want to please you, Mother. Do your worst!", my voice cracking as I begged her to continue.

"Good boy."

She stood up beside the bed, then leaned down and pulled something out from under it. A larger, heavier paddle, worn smooth at the edges, the wood darker than the first.

"I've been saving this for a special occasion," she said, showing it to me in the amber light. "Beg for it."

"Please spank me, Mother. Endlessly. With no regard for me. Hard and fast, until you can no longer lift the paddle." I begged it with sincere desire, every word of it true.

She said nothing. She just started.

The bigger paddle was heavier, and the sound it made was different. A deep, solid whack that landed with more weight than the first one ever did, and the shockwave of it rolled straight through me, up my spine, out through my fingertips, and I screamed. A real, full scream, the kind that comes out of you before your brain even has a chance to stop it. She didn't slow. She didn't count. She just swung it, hard and fast and without a single ounce of restraint, the rhythm of it getting faster and faster until the air itself sounded like it was being torn apart.

And I could feel it in her too. Every time the paddle landed, she hissed, her hips bucking, her breath coming faster, and I could see it in the way her thighs pressed together, the way her whole body tensed with every strike. She wasn't just punishing me. She was using me. Every scream, every jolt of pain running through me was fuel for her, and she knew it, and she wasn't going to waste a single drop.

Then her hand dropped to the floor and came back up with her panties, still damp with her wetness, and she pressed them into my mouth, filling me, pushing me back against the pillows.

"Savor this," she said, her voice rough now, breathless, barely above a whisper. "That's all you get. That's all you're allowed to taste. And you're going to say thank you for it, because you mean it."

She kept swinging. Harder. Faster. The pain was a living thing under me now, a wave after wave of it, each one sending a white hot shock straight through my body, and I was screaming, now muffled, with every single one of them, my whole body locked rigid in the straps, my hips jerking uselessly against the leather.

And then, she stopped.

Just like that. The paddle dropped to the floor with a soft thud, and she was shaking, her chest heaving, her hands braced on the edge of the bed as her whole body lost control. She was shaking for what felt like forever, her hips twitching, her breath coming in short, broken gasps, completely undone by her orgasm. She climaxed from the act of breaking me.

When she finally calmed, just enough to think, she reached down and touched herself, her clit, soaked and swollen. She looked up at me, and her eyes were glassy and far away and completely, utterly filled with desire and lust.

She crawled up the bed.

Slow, deliberate, every inch of her on display, the restraints holding me perfectly still as she positioned herself right in front of my face, her legs coming up on either side of my head. She pulled her panties out of my mouth, grabbed my face with both hands, her fingers lacing through my hair, and she pressed her pussy into my mouth without a word, her grip tightening just enough to make sure I didn't look away, didn't pull back, didn't get to decide a single thing.

And then she started to move.

Her hips rocked forward, slow at first, grinding down hard against my face, her thighs pinning me in place, her breath coming fast and hot against my forehead. She wasn't asking. She wasn't giving me a chance to say yes or no. She was just using me the way I'd been used my whole life, completely, without permission, without pause.

"That's it," she breathed, her hips rolling against my mouth, her fingers tightening in my hair. "That's my good boy. That's what you're for. Nothing else. Just this. Eat your mother's beautiful fucking pussy."

She leaned forward, bracing her hands on the bed beside my head, and she looked down at me, wrecked, shaking, completely at her mercy, and her voice came out low and broken and utterly certain.

"You wanted to be broken, baby. Now be good. And let me finish."

She held it, her hips rolling in slow, deep circles, her whole body tensing and releasing with every pulse, until she finally broke. A long, shuddering cry tearing out of her, her hips bucking hard against my face, and the warmth of it flooded over me, drenching my mouth, my nose, my cheeks, soaking into my hair and the back of my neck. She rode it out completely, every last drop of it, her breath coming in ragged, broken gasps, her fingers still tangled tight in my hair even after it was over.

Her hips continued to buck, uncontrollably, she pressed her clit against my face, but couldn't take any more.

Then she stopped.

She stayed there for a long moment, her forehead pressed to mine, her chest heaving, her thighs still pinned around my head. And then, slowly, deliberately, she pulled back.

She lay down where she was, fully stretched out, her limbs splayed, her body too drained and heavy to move, her eyes half closed and far away. My birthplace on full display so close to my face. The dampness of it glistened in the amber light, and she didn't wipe it away. She just lay there, breathing, taking it all in, and for a long time, what felt like an hour, neither of us moved.

The room was quiet except for my breathing and the faint creak of the restraints as my body slowly, slowly unclenched.

And then, softly, so softly I almost missed it, her hand found my face.

Her thumb brushed the wetness from my cheek, gentle now, all the cruelty gone out of it, replaced by that quiet, settled tenderness she'd had for me my whole life. She traced the line of my jaw, the corner of my mouth, her touch so light it barely registered.

"There's my boy," she whispered, her voice rough and low, almost asleep. "There's my good, good boy."

Her eyes found mine, glassy and warm and completely present again.

"You did so well," she murmured. "You gave me everything. Every single thing I asked for, and then some." She pressed her lips to my forehead, slow and soft. "You're allowed to feel that now, baby. You're allowed to be proud of yourself."

Her fingers tucked my hair back from my face, and she stayed there, holding my gaze, her thumb still tracing gentle circles on my cheek.

"I'm not going anywhere," she said quietly. "We're going to stay right here. And when you're ready, I'm going to untie you, and we're going to have our wine, and I'm going to tell you exactly how good you were." A small, tired, utterly fond smile. "And then you're going to sleep, because you've been a very, very good boy tonight."

She didn't move to untie me. She didn't need to. She just held my face in her hands, her thumb still stroking my cheek, and let the quiet settle over the two of us, warm and heavy and completely, finally enough.

Outside, the streetlight came on, and the window let a thin line of it fall across the bed, across her shoulder, across my back. She reached over, in the dark, and took the key from the night stand, and turned it once between her fingers, and put it back.

We didn't need it tonight.

We never did.


r/ChastityStories • • 2d ago

M Chaste,F Keyholder Reviving the Dead Bedroom - Part 2 NSFW

53 Upvotes

The first night sleeping in my new steel cage was challenging. Even with her slightly cruel attitude towards my proposal, I was excited for her to be all in. In the morning I didn’t even wait for the alarm, I just got up and got ready for my trip and made sure the kids were all ready for the day. 

My wife and I both left the house at the same time and as we were walking out to our cars I saw the key to my cage dangling from her chain. It stopped me cold in my tracks. She turned back and laughed, “Oh you like my new jewelry?!? Don’t worry sweetie, I will tuck it away while I’m at work. Now it might fall out from time to time but I’ll do my best to keep it hidden. However if someone asks about it, would you like me to lie or tell them the truth?” She took two steps back to where I stood paralyzed by the prospect of someone finding out my cock was caged. She then grabbed my balls and gave them a squeeze through my pants and continued “I can feel you pulsing. Maybe I’ll keep the key on top of my shirt and as I make the rounds to the kids sports see how many people stop and stare at it. Would that make you twitch in your cage?”

I did twitch as she held my balls but again I remained still terrified in what she was saying. Finally she let go and gave me a kiss. “Don’t worry honey. I’m not going to put you on day one. But I did some reading last night and I understand where I failed you last time, so wearing your key will help me remember my role in all of this and hopefully this time, not only will you meet your goals and regain your happiness, but hopefully we can reignite our spark that have obviously been fading for sometime now. I love you. Safe travels!”

With that she kissed me again and walked back to her car. I threw my luggage in my trunk and by the time I got to my driver side door, the kids and her were backing out of the driveway waving goodbye. After they were gone I hit the road and spent the next four hours straining in my cages as I thought about all the ways my key could dangle out from between my wife’s breasts throughout the day and find itself sitting on top of her blouse instead of safely, and secretly, nestle away out of sight. Finally I arrived at the office and got straight to work trying to put everything else out of mind until I was done. 

As the day ended, the vendor I had been meeting and working with all decided we needed to go out for dinner. So after a quick stop to check in , I met them at a nice steakhouse within walking distance to the hotel. I sat down and before I could even get my napkin in my lap, the server had poured me a glass of red and an over abundance of appies had been placed all over the table. We all dug in after a long day and obviously everyone had shared my hunger. We ate and between the five of us, we put back several bottles of wine, all the appies and each of our own entree. I got a huge plate of prime rib that could have fed all of us and I enjoyed every bite. By the time I got back to the hotel it was close to eleven and I was exhausted from the long day of travel and negotiations. 

I opened my bag and sitting on top of the clothes I had packed was a note from my wife that read “I noticed no workout attire or shoes made the luggage. That will mean two days without working towards your weight loss goals. I hope your eating healthy!” I just scoffed at myself and thought ‘nope’ I even got the upgraded fully loaded baked potato instead of the salad or steamed vegetables. I just continued to tell myself what if I stay a few extra days in my cage and if my first release is slightly delayed. I wanted this. I asked for this. So I’m going to enjoy it. I kept reading “I hope you remembered to text for permission to drink. I know how you are with these guys. I wouldn't want to break any rules on day one.” ‘Oh sh!t’ I thought. I grabbed my phone and sent her a quick text. 

‘Thank you for your note Love. I wish I had read it before dinner. I did in fact have a few glasses without permission. I’m sorry.’

It only took a few seconds before the three dots lit up on my screen and then a few more before her response ‘Naughty boy. I guess when you return home I will have to have a punishment ready for you. Just curious, how many beverages did you have?’ 

I had to sit and think I had had four full glasses of wine. But I didn’t need to explain to my wife the the rookie waiter didn’t know how to proper pour a glass of wine. I quickly responded with ‘Four 🤣’

Again, as quickly as she had received the text she was replying ‘I’m glad you’re laughing now…you may not be laughing after you return home and receive your punishment!’

I tried to apologize and she abruptly texted back telling me it was fine and she was going to bed. We would talk about it when I got home from the trip. 

My cock was swelling in its cage. I didn’t know if I should be more turned on or afraid that seemingly my wife had found herself embracing her role of keyholder or if she was just playing the role. I couldn’t sleep so I spent the next hour drunkingly surfing porn on Reddit before finally telling myself to go to bed. 

Waking up was slightly rougher than one would have hoped. The red wine had clearly done a number on my head and I was slow moving. I through back a bottle of water before touching a coffee and hoped the day would be uneventful and I could just get back to the hotel shortly after the day ended and go to bed without another night full of infractions.  Alas, that wasn’t meant to be. By the end of the day I had closed the deal we were all there for and now it was my team that wanted to go out and celebrate. 

This time I rolled in just after midnight and after consuming cocktails, beers, and wine I wasn’t even sure how many I had had without permission. I sent my wife a very sloppy text letting her know I was going to bed and she didn’t even ask if I had drank as it was apparent by the number of typos in my very short text. And she replied with was ‘Hope tonight was worth it. Expect to be severely punished upon your return.’

I read it twice through my blurry vision making sure I read it right and just laughed. I’m sure she is just going to spank me or something silly like that. I even started to strain in my cage as I thought about being bent over my wife’s knee and spanked. ‘New kink unlocked’ I thought to myself as my cock swelled between the bars of its cage. I quickly got to sleep, now more than ever, looking forward to being home with my wife. Maybe this was it. Maybe I had done it. Maybe this was the key to our dead bedroom. I quickly fell asleep and began to dream about my wife being dolled up as a Dom and having her way with me. I couldn’t wait to get home. My plan workedr so quickly!! 

Finally when I woke in the morning, again suffering from a night of overconsumption, I went back and read our conversation from the night before. This time as I read ‘Expect to be severely punished upon your return’ my stomach flipped and fear started to creep in. What did she mean by severely? Could she really be planning a punishment I should be scared and therefore need to prepare for?

Before I could have another fearful thought my phone lit up with a message from my wife. ‘Don’t be home until 7pm. The kids will be over at friends for the night. You will enter the house and there will be strict instructions waiting for you. If you do not follow the instructions to a ‘T’ there will be further consequences.’

I stared at the message and responded with a ‘Yes ma’am’. All she replied with this time was ‘Good boy’. I jumped in the shower so I could get my day going and ultimately start my four hour commute home. As the shower rained down on me, I started to panic and believe I was going to be in real trouble come 7pm. 

To be continued…..


r/ChastityStories • • 3d ago

M Chaste,F Keyholder The Full Experience NSFW

153 Upvotes

Jaden entered the mailroom, looking for his package. There were lots of packages, but he was looking for another small one. He moved things around, but he couldn't find it. He checked his phone again, a picture was addded to the order showing the little box was delivered to an apartment door. It was the correct apartment number, but that was definitely not his doormat.

He sighed. The delivery was taken to the wrong address.

He rushed over to the next building. He was desperate to get it before someone else might accidentally open it. He was a bit embarrassed, but he had ordered his first chastity cage.

Jaden had always thought the idea was crazy but intriguing. He just had to know why a guy would cage his own cock.

He reached the third floor... the package wasn't there! He built up his courage and knocked. A woman answered. She was wearing a white blouse and black skirt, though she was maybe in the mid 30s.

"Hi... I think you may have gotten my package by mistake?" Jaded mumbled.

"Oh... you're--"

She paused and held up a box to read the name on it.

"Jaden Thomas?"

He laughed nervously.

"Yeah... that's me."

"Oh, but you couldn't be more than 21. 22?" she quizzed, looking him up and down. He was lean. He was an active runner and had just finally started lifting weights, though he hadn't seen much results.

"20 actually."

"Ah, a college boy. Makes sense. Have I seen you around? You look familiar."

"Um, I'm a lifeguard at the city beach. Maybe you've seen me there."

She smiled. "That must be it."

"Uh, yeah. So anyway... May I have it please?"

"Of course, Mr. Thomas," she said, handing the box to him.

He frowned.

The box was open and empty.

He looked at her expectedly. She must know what he ordered.

"Why did you order this?"

"This what?"

"Don't play games with me," she said, smiling. "Is this some sort of kink?"

"That's my business. Listen," he said defensively. "If you don't give me my order, I'm gonna--"

"You'll what?" she interrupted. "Tell the police you need your... chastity cage?"

He swallowed. That would be one hell of a police report.

"So why did you really buy this?" she pressed.

"I--I just... wanted to know what it was... like."

She smiled big.

"Do you want the full experience?"

She raised her eyebrows.

"Y--yes please."

"That's a good boy. Come inside. Let's get you fitted."

He entered her apartment. It was immaculate.

"F--fitted?" he stammered.

"Oh yes. The one you bought is huge. You're not... likely this big. But I guess I don't know yet. Take your pants off."

He would have backed out there, but he wanted his cage. She seemed somehow... professional.

He pulled off his shirt as if that was necessary, hoping his defined core on his thin body would impress her, though she ignored it. Then he slowly pulled down both his shorts and boxer briefs at the same time. His little blonde pubes were well trimmed, though his cock was... well... on the smaller side.

"It... it gets bigger."

"Of course it does," she reassured him. "I have just the one for you."

For a moment, she went into her bedroom. He looked around. She had some fine art on the walls, but everything was rather generic. She returned with a little metal cage.

Truthfully, Jaden knew nothing about chastity cages. He just knew some looked small and some looked bigger. More accomodating, really. What she held in her had was very small. It apeared to have a flat side to it.

"Okay, let me put it on."

"What?!" He did not like the idea of someone he didn't know fondling his manhood.

"Yes of course. You want the full experience, right?"

"I... I guess," he surrendered. "Will it hurt?"

"Only if you touch my hands while I'm working. If you do, I'll pinch one of those cute little balls."

He wouldn't have said his balls were "little". Maybe... "average".

She went to work. She pulled his ball sack into a little metal ring and then painlessly pushed his balls, one nut at a time, into the ring. Then she pushed his cock in and pulled it into the ring. Painless.

He laughed nervously. "Painless."

She smiled.

She grabbed the other part and lined it up with the tip of his little cock. Then she pushed it in, until it couldn't go anymore. The little metal parts lined up. She grabbed a little key with a metallic ending, which looked odd, and she insert it into the side loop, twisted the key, and remove the key.

He was locked.

"Okay, Jaden. How does it feel?"

"It's... I'm not sure."

"Well, you try it out for a month or two and come back. Okay?"

His jaw dropped.

"A--a month?!"

"Of course, or two. Maybe six. Depends."

"Depends on what?!"

"How good you are. And you will be good, right? I have the only key."

He looked down. Maybe it wasn't difficult to get off. He tugged on it, though he soon realized his balls were quite secure in the ring.

"No no no no no. Please. I'll be good. What do I gotta do?" he whined.

"Well, this floor is a little dirty. You can start there. Oh, but I only have this toothbrush to clean it. Do a good job, and maybe I'll take some time off. Deal?"

"But... I..."

He sighed.

"Okay."

"Goddess."

"Goddess?"

"Okay, Goddess. Learn those words, and you may do well."

He nodded.

"Okay, Goddess."

"Good boy. Here you go."

He reached down to grab his pants.

"And one more thing. When you're here, no clothes. Leave those off. Kick them over here."

"Okay--" he paused when he saw the look she shot at him. "I mean, yes Goddess."

"Good boy. I think you're going to enjoy the full experience."

He spent a few hours scrubbing her floor, and she had a few more chores for him to do. When he finished the dishes, he saw her exit her room without a top.

He immediately felt the pressure in his groin. His cock had no room to get hard. Or... it kind of got harder inside him, but he couldn't grab it.

She walked over and grabbed his balls, squeezing lightly and lifting. He squirmed.

"Don't touch my hands," she warned, and he lifting his hands like he was getting robbed.

She massaged his balls and touched the cage a bit. Then she grabbed his hands and put it on her breasts. Hell, these were some of the nicest breasts he had ever seen and definitely the nicest he had ever touched. He was straining in the cage.

"Please... Goddess. Let me out."

She smiled and kissed his neck.

"Not today, my dear Jaden. Not today. For now, you've learned the hardest part is that you cannot get hard. I decide when you get out, and it will only be for a few minutes to clean. Understand?"

He nodded. "Yes Goddess."

"Now tell me your cock is mine. Go on," she prodded.

"My cock is yours Goddess."

"Good. I expect you to come over tomorrow at 6. Don't. Make. Me. Wait." She emphasized each word as she locked eyes with his blue eyes so he understood perfectly.

She grabbed his clothes and dressed him herself. First his boxer briefs. She pulled them a little higher, almost as a wedgie, which just added to the pressure on the cage. Then his shorts, and she waited for him to lift his arms so she could put on his shirt.

Then she led him to the door and said goodbye.

He walked back his apartment, somehow super horny but not really hard with no way to get hard.

He wanted to please her to get out of the cage. I guess this is the full experience. He thought.


r/ChastityStories • • 2d ago

M Chaste,F Keyholder Voyeurism West: Chapter Four & Five NSFW

9 Upvotes

Chapter Four

 

“That was one hell of a show you two put on after our introduction today.” I had to have been beet red as my jaw dropped open and my eyes went wide, mortified with what I was now hearing. We had only just sat down to dinner with Andre and Channel and already I was straining and crumbling into a spiral of humiliation. “I was so hot and bothered by the whole thing I had to have Andre come out to see for himself and rail me from behind while we took in the improved view.” I could have curled up and died at this moment in time. “Glad you enjoyed it” my wife said seemingly unbothered by this. “Stick around. I’m sure we can oblige you a lot more entertainment before our trip is up.” They all break out laughing at my wife’s remark which sounded more of a promise than a possibility. The conversation blessedly shifted seamlessly into normal dinner conversation as the menus were given to us and the wine was ordered, but I was still quite flustered to say the least. Fortunately, I manage to ease in a bit as the sense of normalcy persevered and the food  arrived, it was truly one of the best meals I have ever eaten. I was snapped out of it quickly though as the dessert menus were brought and the topic of conversation once again turned to the tiny blue prison between my legs. My wife explained to both of them everything we had been exploring in great detail. How she controlled my orgasms, how I was a submissive at heart and how deep down I craved to be treated in such a way as they had witnessed before. She continued over rum punch and cake how I was a such good obedient boy, which made me blush, even though sometimes couldn’t control myself, hence the cage. There were several questions about its security and quality and several passing remarks about how they didn’t make them big enough for Andre, besides he was a true alpha male and didn’t have a submissive bone in him. This was still the topic of conversation as we finished our drinks and were offered a nightcap at their villa which was accepted immediately by Anna. As we stood it was painfully obvious that I was straining and had a dab of precum leaking from the spout of my PA tube. Worse, Andre was now about two inches longer but still only semi hard which made my cheeks even brighter red. As we walked back Anna and Channel walked together with Andre holding her hand. I followed just behind as my wife was excited drunk and talking frantically with her hands explaining to the two how I was in training to be her fully obedient subby hubby. She carried on about how selfless and attentive I had become and how proud she was with my progress which perked me up a bit. “Until we got here that is and he immediately stared at the first perky tits he saw!” her head swiveled and I was met with a stern glare. I kept my mouth shut and simply lowered my head knowing better than to try apologizing further. “So, you lock him in that tiny inescapable cage, don’t let him orgasm, make him give you all the orgasms and massages you desire, and he does so not only willingly but is happy to do it?” Channel asks wide eyed. “Yup! My wife proclaims with a tone ringing of pride. Max here really is a good little subby who’s only true desire is to selflessly please his loving mistress. More often than not he does so successfully and without concern for his own pathetic little dick or sad dribbling orgasms. Isn’t that right dear?” I was now met with a far kinder and sweeter gaze. I lower my head in complete humility and say softly “Yes mistress. I live to please you. Thank you for taking away my orgasms and training me to better serve you.” I was beat read and wanted to run off into the night and hide. “Oooh’ that was both the sweetest and saddest thing I have ever seen. He truly is adorable you lucky girl.” Channel grabs my wife tightly and kisses her right on the lips with a brief peck. A massive glob of precum leaked from the PA and was now dripping to almost the walkway below. “Holy shit man you must be going fucking nuts in that thing. No way in hell you’d get me to wear one of those. When’s the last time you came anyway? That’s one hell of a snail trail your forming.” Andre chimed in and the two girls immediately break down into hysterical laughter. “One month” I manage to mutter. “Holy fuck. Yeah hell no bro, you are out of your mind.” I could only hang my head in shame. “Oh hush Andre! You could learn a thing or two from this sweet selfless man. He is clearly very much in love and devoted like no other I have ever known to his beautiful wife. Or is it mistress I’m sorry.” “Either is fine”, the girls go back to chatting and I walk silently behind the three as Andre slips his hand up Channel’s ass crack. As he fondled with the jeweled butt plug, my eyes were now transfixed in desperation. This did not go unnoticed by mistress. My heart sank into my own guilty despair, I had let her down again. I was weak and could not help myself, I would be accepting my punishment with great remorse later.

 

We arrived back at their room where it was decided we should relax in the hot tub. As the door closes behind Andre and Channel take each other in arms in a passionate and deep kiss. Before I could take in the situation, I felt a hard kick to my balls that brought me to my knees followed by a hash handful of my hair directing my head to where it was wanted. “That was for staring at Channel’s ass the whole walk back. Now lick bitch!” My face was forced to my wife’s pelvis so hard I thought she may break my nose and I was certain some hair came out but I obediently did as I was told. She was clearly pissed and drunk, I did not wish to disobey or displease her further. A chuckle and groan of sympathy came from the kissing couple next to us soon replaced by the unmistakable sounds and moans of a good hard fucking taking place. I stayed on task like a good obedient submissive. I was pushed to the floor just as Channel screamed out her lusting cries of passion and stared in disbelief as the monster cock of Andre slid out of her. It had to be 11 inches. I was amazed it had not split her in half. He swiftly picked up something off the coffee table and rammed it between her ass cheeks with a swift forceful motion causing one last moan as the glass plug was reinserted. He had fucked her in the ass with that behemoth and plugged his cum in her! I was overwhelmed with jealousy but snapped out of it by a harsh slap to the face. “Seriously! I am so sorry I don’t know what has gotten into him since we have been here. His training is really slipping, would you care to help me to remedy that Channel? After all you are apparently his new chosen eye candy.” I opened my mouth to protest and plead my case but was slapped again and immediately knew better than to argue. I would just have to accept my fate. “I would love to.” Channel said as if accepting an invitation to brunch. “Oh, this I have got to see” Andre chimed in as he walked to the kitchen to get a beer before collapsing into the couch in comfort awaiting the show. “On your knees subby. Now!” My wife pointed to the place she wanted me and my body obeyed on auto pilot. Subby had taken a whole new ring. She had never called me that in such a tone, I was getting the distinct impression that I was seriously fucked. “Legs wide apart, hands behind your back and do not move.” I did as instructed without protest. The load groan of sympathetic pain escaping from Andre’s lips was the first thing to register as all the air left my body and I doubled over on the floor holding my balls. “UP! and in position. If you touch those pathetic little things again you will be sorry hands behind your back!” I obeyed instantly despite the agonizing pain in my crotch as five more hard swift kicks landed before I collapsed again, my will defeated. I then felt my hands being forced behind my back and tied together tightly with what I later learned was the belt off a bath robe. “Your turn dear and don’t hold back, his disobedient ass deserves it and can handle whatever you throw at him, I promise.”

 

I was on the floor on the brink of fainting, I have no idea how long this went on for or how many kicks my poor balls withstood. My hands were freed from the soft binds and I was pulled to my knees by my hair once more, my line of sight forced up to meet the familiar gaze of my wife. She was now seemingly sadistic and still agitated but less angry which lightened the pain in my heart and balls. Mistress was glowing in the dim light and her brown skinned counterpart now had a spark in her eyes that said she had got the bug. “Now apologize well and your punishment can be over for the night, then we can all go relax. But you had better make it good subby.” I could barely tell if this was happening, but the world slowly faded back to reality. “Sorry Mistress for being disobedient and allowing my focus to shift from where it matters. Thank you for correcting my behavior and punishing me for my failures.” I could not even care about my humiliating state at this point. “To Channel as well.” My wife continued. I answered in my state of delirium. “Sorry Mistress Channel for staring without permission. I was entranced by your jeweled plug and the disbelief at how you took that massive cock.” Both ladies chuckled. “Aww…. Mistress Channel, I like the sounds of that. How about you Andre?” He was in a trance at this point as well stroking his own cock again taking in the show and simply just nodded. “You see, now my subby would never be allowed that simple pleasure. That was a nice apology, but I think now you should beg for my forgiveness a little more and offer up something for me to show you truly are sorry. Actions speak louder subby.” My wife continued. “Thank you mistress for punishing my mistakes. Please allow me to continue serving you as your obedient husband. Please keep training me into your perfect obedient subby. Please keep me locked another month.” The words just came out without thought but apparently were accepted as good enough. “Ok subby as you wish. Now make us all some drinks and you may join us in the hot tub.” I snap to with a yes Mistress, only now aware that Channel was on her knees sucking Andre ferociously and he was about to blow yet another load any second. I shake up some cocktails whilst resting my balls in a small bowl of ice before finding a tray to bring them out on. Everyone was laughing and giggling as I arrived. I instinctually knelt by my Mistress still deep in subspace, presenting her the tray of drinks. “Good boy, now repeat for everyone else.” I knelt by Channel and did the same and then felt a bubbling of degrading humiliation as I did so for Andre as well. He had just cum in his wife’s ass while my face was used violently and then proceeded to jerk himself off as my balls were demolished, only to finish in his smoking hot wife’s throat. And to top it all off, I was now kneeling before him offering my domestic servitude. “Ok subby now make one for yourself, get some ice on those bruised little things and you may come join us when you are ready. Oh and may as well make up another round for us while you are in there.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Chapter Five

 

The evening was oddly normal after that as apparently everyone but me had drained their love lusting desires with multiple orgasms and a steady flow of stiff drinks. My balls were achingly sore to the point of needing some distraction,  so I too certainly over indulged trying to drown out my pains and frustrations. Seems that it worked a little too well. I awoke the next morning desperate for a piss, my morning wood tugging at my bruised and agonizingly hurting balls. My wife was still soundly asleep, so I quietly slipped off to the bathroom to drain the murky stagnant piss from my bursting bladder. My balls were so purple they were darker than my iodized cage and had to have doubled in size. When I had finished, I grabbed a half melted ice bucket and went out to the patio to soak them in the soothing frigid waters. As the last of the ice melted under the tropical sun, I tossed the water into the bushes and made my way to the phone quietly ordering fresh pineapple juice, a bottle of champagne and a variety of breakfast options in hopes of winning some much needed brownie points. With any luck starting this day on a better note than the last had finished. Or at least based upon what little I remembered of it. I quietly go through the drawers and find an assortment of toys before spotting the massage oils already warming on a tray in the bathroom. Selecting the scent I felt best suited for my wife, I got to work on her sexy slowly bronzing skin starting at her feet and working my way up. I reached her calves before she fully awoke. I worked over every single inch of her back, arms, legs, ass and feet again before she groggily rolled over without a word so I could continue on her front. I did so in silence giving her the best massage I could possibly muster before a well-oiled foot found its way to my face. Instinctually, I began licking it clean of any oily residue before following suit with the other. When the coconut flavor was gone and her toes finally slipped from my lips, I sat back, my ass resting upon my heels, head dipped as low as it possibly could and my hands went to the small of my back. The longest and most sincere of ranting expression of apology and remorse began pouring from somewhere deep within me. This rolled into what swiftly became heavy sobs before collapsing face down at my wife’s feet once more in a manic state of worship. Her feet quickly pulled away from my hands and lips only to be replace by a deep and passionate hug while my heavy breathing and still light sobs subsided, my cheek was pressed firmly to her breasts in a comforting state.

 

“I’m sorry sweety, we had a lot to drink last night and things may have gotten out of hand. I didn’t know I had such a sadistic side to me and it is really not ok. Can you ever forgive me? Here, let’s get this thing off you and give those poor swollen things a rest. We can just hide away the rest of this trip and enjoy a week of sex and romance. Let’s just forget any and all of this ever happened!” My wife hurriedly removed the key from between her sun kissed breasts and was shaking as she fiddled with aligning the locking screw pattern. As she did so I froze. Something in my brain had triggered last night. Something that was triggering right now once more. I couldn’t pin point just what was driving me, but I knew what must be done in this moment. Without even a thought of hesitation my hand darted for her shaking wrist desperately fiddling about my now seemingly more spacious than before cage. We both froze, our gazes locked her hand now slipping softly into mine as I utter the only words I could muster. “Leave it.” My lips press firmly to hers, my tongue forcibly parting them and we embrace in a deeply passionate make out session as the key clunked to the floor. We carried on until interrupted by a knock at the door which I swiftly answered still nude, thanking the man for the delicious looking cart of food. I pour two glasses of champagne with a splash of fresh pineapple juice and hand one to my wife. We both drain them and place them on the nightstand before taking each others hands in our own once more. “You have nothing to apologize for.” I began, “I was a disobedient, completely pathetic display of the male gender last night and you deserve better. Yes, it was a very harsh and unexpected night that escalated far quicker than I could have imagined, but I deserved it and you were right to punish me, even if it was rather brutal. What matters is it worked and I am grateful for the correction and your assertive disciplining.” Her eyes were now moistening with tears as she went to speak. I placed one finger over her moistened lips and silence her. “Not yet my love, please just this once. You have awoken something in me, my submissive desires are running through my body and I feel a burning lust towards not just you, but my submission towards you that I have never felt before. I know it moved fast, I know you feel some guilt and may be scared of what has happened and what is to come, but look at it as a learning experience. You are awakening new sides of yourself which will need exploring as well and not all will be successful first go around. And that’s ok.” I pick up the necklace from the floor and gently place it back around her neck. “It may seem strange or hard to understand, but I love you now more than ever dear.” My hands gently finding their way to the nape of her neck, “let’s see this thing through. Together. Train me into your perfect, selflessly obedient husband, and I will help you to become the most amazing wife and loving mistress you can be. What do you say?” Tears were now steadily flowing as she nodded and kissed me once more. “Right then, let’s have some breakfast shall we? Then we can learn from this little lapse and move on. I will massage sunscreen into you by the pool, beg to worship your pussy as usual and I promise from this day forward to never forget my duties to serving you ever again. I love you Mistress. Now, please could you pass me that bucket of iced champagne though? My balls are still killing me.” We both chuckle, embrace and sit down to enjoy our boozy hangover brunch.

 

The food was amazing, we both took in our necessary hair of the dog and grease coat before heading to the pool for a romantic dip, several one sided orgasms on the pools edge and a sensual mutual massage as we coated each other routinely in sun block. I must have drifted off as I awoke some time later on one of the remarkably comfortable loungers. My wife had gone so I helped myself to another tropical fruity drink and slipped back into the pool once more to take in the truly astonishing beauty of this resort. I came here dreading the prospect to some degree and things certainly did escalate quickly, but I now found myself in a different headspace than that which I arrived. I no longer felt bashful about my cage, I no longer felt humiliated to be very clearly subservient to my sexy wife and Mistress. I had a shift of character or maybe of priority? Either way, I now felt an immense sense of pride and adoration for myself like I had never experienced before. I could not wait to get out there and have some new experiences now. To show off this beautiful iodized cage my Mistress bestowed to me and show the entire resort how a man should properly treat his lady. Proudly, gracefully, with full obedience, a selflessness and loving attitude. I had just finished mixing up another rum drink and waded into the pool when my wife appeared on the beach a ways up, walking beside her was a rather flustered looking Channel. They were headed our way and clearly locked into a deep discussion of some seeming depth of importance, so I quickly exited the pool once more and made up two more extra stiff fruity cocktail delights. I finished them just in time to greet them on the patio, kneeling this time without the silver tray just glasses in hand to greet them properly. “See! This is exactly the sort of thing a girl could get used to! You simply must tell me how you did this?” Channel said taking a drink from my hand with such vigor half spilled upon me and the patio. With a silent and clearly worked up nod of halfhearted thanks in my direction, she redirected her attention back to my wife who did the same. She locked eyes with me before looking down between their feet and without so much as a word I obeyed what I knew she meant. I bowed lower and immediately began kissing the tops of her feet and toes before she gently nudged the side of my head in Channel’s direction where I swiftly began doing the same for her. My wife moved to sit on the lounge beside me placing her feet on my slightly arched back as her way of subtly saying stay there and keep at it. I did as silently instructed and continued worshipping the feet of a woman I had only met the not two days prior. “Oh, you have got to be kidding me! What other tricks have you taught him!?” Channel was now perking up a bit in tone from when she had first arrived. Something stirred within me, and not in my crotch for once. This simple display of obedience and devotion had seemingly turned her whole mood around in an instant. With the help of my loving Mistress and an elegant chunk of metal I had unlocked some sort of super powers. I was now more than content with the way things were shaping up, with the way my brain had seemingly changed for the better. I continued until my loving wife and Mistress instructed me to stop and follow as they both made their way into our villa for a much needed little chat.

 

A few rounds of drinks served by yours truly followed, along with some deeply inquisitive and personal questions about the cage and our dynamic followed suit. Soon emotions had begun flowing openly, in no small part aided by the rum cocktails I was instructed to never allow to empty fully. As I continued to pamper and serve the gossip girls, I couldn’t help but overhear some bits in passing though I largely left them to it. The conversation ranged from my orgasm denial and the way it molded me, to Channel and Andre’s relationship which from what I picked up sounded to be almost one sided in the opposite way and certainly on the rocks. They had been married six years and their anniversary fell on this trip apparently, but she found herself increasingly overwhelmed by Andre and his masculine overtly alpha nature at times. “I used to adore the way he would sweep me up in his big muscular arms, pin me to the wall and ravage me, or through me down and pound me hard until he blew his load. He is a man’s man for sure and pure blooded alpha which was hot when we were dating, but after all these years it has started to wear on me. I cannot even remember the last time he ate my pussy or gave me a massage and here you have had both almost every time we meet. Seeing the way your husband looks after you, puts himself completely second to you, and seemingly lives to please you at any cost, even if it means forgoing his own pleasure just seems too good to be true and frankly has me questioning things in my own marriage. Is this truly how you two live all the time? Is he really ok with all this? It seems a bit much, but also like a slice of heaven too good to be true if it is what you claim.” My heart pounded with joy at Channel’s words as a sense of dutiful pride washed over me. I was not only bestowed the honor of pleasing my amazing Mistress, but had also seemingly become the source of great envy and adoration to at least one other woman who now wished to have what I provided my deserving love. I was snapped out of my happy contentment by the soft yet increasingly stern call from my Mistress to finish making those drinks and come kneel before them immediately. Quickly pouring the two drinks from the shaker I hastily made my way to the couch and knelt between their feet and handed a chilled glass to each side.

 

Channel and Mistress questioned me on my true feelings about our dynamic, troubles, difficulties, and pleasures for the better part of an hour while I massaged both of their feet in turns. Channel seemingly could not believe that I truly was ok with not orgasming and completely throwing myself into my wife’s servitude, especially after witnessing and participating in what resulted due to my displeasing her. I assured her whole heartedly that I was more than happy to live this way and explained how it gave me such a great feeling of pride and devotion to please my wife without expectation of reciprocation and that I scarcely missed my own side of that same pleasuring. As long as my wife was happy, content and well pampered, then I too was happy and it was as simple as that. Should she chose to allow me relief or pleasure of my own I would gratefully accept as it was her wish for me to have it but I would never dream of asking for it as her needs and desires were all that mattered and all that I needed to feel fulfilled and happy in my role. In short, being her loving husband and devoted subby was enough for me and if selflessly caring for her needs whilst sacrificing my own made her happy, then it could bring me no greater pleasure to oblige. As I finished my little speech on my contentment and adoration with our dynamic my head was forcibly but gently directed to my wife’s now dripping pussy as she continued seamlessly with Channel as if to reinforce the point. “See, it truly is as magical as it seems and just as real. Let me show you how amazing he can be with his tongue, then you will truly see why I have an increasingly lacking need for that little thing between his legs.” I brought my wife to three earth-shattering orgasms before being pushed off and offered up to Channel who was leaving a wet stain wide eyed on the couch. She politely declined. My wife went on to tell her about our morning conversation and how this worked for us but was not for everyone over the last of their drinks. When she had finished, Channel thanked us both and said she had to get back to Andre to have a chat of their own and some thinking to do. We went off to yet another amazing romantic dinner and finished the night off passionately kissing and embracing one another in the pool before falling asleep in each other’s arms whilst stargazing on the lounger.


r/ChastityStories • • 3d ago

M Chaste,F Keyholder More Than I Bargained For: Part 3 NSFW

44 Upvotes

Part 3

“What would we need the key for?” she said in an impossibly innocent and sweet voice.

My face must have contorted into an expression I didn’t know it was capable of because as I sat there in silence she started to giggle. I tried to form words but I just instinctively looked down at my dick instead. It was imprisoned in the solid, smooth, black plastic of the chastity cage. It was swelling through every gap of the cage, a long line of precum dangled from the tip, and it was trying so desperately to get free that I believed it might break the cage open at any moment. Though that was just wishful thinking and the cage held firm and encircled me with no chance of escape without the keys. Just as advertised.

As I sat back on my heels and looked at her with pleading eyes I said “baby please, I need to cum so bad” she smirked and made a playful gesture with her hands towards my dick. “What are you talking about love? You obviously don’t need to cum that bad, I mean you aren’t even hard for me!” I made a sputtering noise that must have sounded like an old car trying to start, once the shock had passed I almost yelled “I’m trying to! I can’t get hard with this cage on!” That was when she looked at me like with eyes full of amusement and glee, “then why do you have it on? We both know I didn’t lock it up. That was all you babe.” My mouth hung open just staring at her. I wanted to respond, to plead my case, but she was right. I could feel an ache in my balls as I stood up and said “but you took the keys from me” she placed a hand on my cheek “baby I never took them from you, you gave them to me, which was very thoughtful of you.” I grit my teeth and tried to smile and match her playful banter but the desperation in my voice was palpable. “So can I have the keys back please darling?”

Carli then turned and casually sauntered over to the kitchen island, letting her hips sway just a little more than necessary. She turned around, put her hands on the island and hopped up sitting on the edge with her legs crossed. “Of course you can hubby” she said with a melodic grace “I just have to remember where I put them, you know how easy it is for me to lose track of things. If only there was something that could help me remember where I left them.” She emphasized this by leaning back on the island, holding herself up with her arms behind her and she slowly uncrossed her legs placing her heels on the chair seats in front of her. As her legs spread apart I was once again staring at her most intimate parts, shaved smooth, and with a small wet spot collecting on the marble countertop beneath her.

She looked at me with a small smile adorning her face. She knew what she was doing, knew that I was reeling, and at least for the moment, she seemed to be enjoying it. With that thought running through my mind I smiled back at her and walked across the living room to the countertop where she sat. I curled my arms underneath her legs and pulled her to the edge of the counter. We kissed deeply and longingly before I started to kiss my way down to her neck, then chest, down her stomach and finally in between her legs. I kissed down her leg and then slowly back up the inside of her left thigh. As my lips made their way all the way back up her gorgeous leg I lightly licked over her increasingly wet pussy. I stayed only briefly, teasing her for a moment as I kissed down her other leg and up the inner thigh once more. This time my tongue found its way in between her inviting lips and I laid my tongue on her clit. I wrapped my lips around her and began gently sucking as my tongue slowly traced over her eliciting sensual moans. After a few minutes of teasing and sucking to heighten the sensation of every touch I began to lick her eagerly, hungrily even, and she responded immediately. Her back arched giving me a better angle and with every passing minute I could feel her muscles tensing, her legs squeezing my head, signaling her approaching climax.

Then the doorbell rang… I paused momentarily until I remembered that it was probably our dinner being delivered. That brief pause was apparently not the correct thing to do. In barely a second I felt her hand on the back of my head, she lifted her hips up and pushed me further in between her legs. I heard her yell between ragged breaths “don’t you dare fucking stop” and so I resumed my duties with renewed vigor until I felt her wrap one leg around my neck and squeeze tightly. The sounds were muffled by her legs covering my ears but I could still vividly hear “oh god baby I’m cumming!” followed by a guttural and lust filled scream. I knew there was no way the delivery driver at the door didn’t hear it as well. As she released the hold she had on my neck with her legs she simply laid back on the kitchen island and rode out the remainder of her orgasm. I caught myself staring at her chest rise and fall with her deep breaths when the doorbell rang again.

I hurriedly looked around the kitchen for the pants I had taken off earlier but they were nowhere to be found. The only thing I had was a pair of boxer briefs sitting on the back of the couch. I quickly threw them on as the doorbell rang for a third time. I went to the door and opened it trying to shield my lower half by standing behind it. On the other side of the door was a young guy, maybe early 20’s. I stammered out a half hearted apology and reached out to take the pizza. When I did the delivery driver didn’t let go, I looked at him and he had his mouth open not paying me a bit of attention. I looked over my shoulder and realized that he could see my all but naked wife laying on the kitchen counter, breathing heavily. I stepped out from behind the door and blocked his view, loudly telling him thank you and have a good night. When his eyes met mine again he glanced down and saw that I was only wearing boxers. He let go of the pizza boxes and took a step back, though he was still trying to look over my shoulder. I said have a good night again as I closed the door and locked it. I walked back to the counter a set the pizza down as I heard Carli giggle, I sighed and said “we can never order pizza from there ever again.” This got a genuine laugh out of Carli, she smiled and said “are you sure? I bet he might even give us a discount next time” I gave her a look of disbelief and then she sat up, stretched and then immediately burst out laughing again. “Babe look at your boxers!” As I looked down I was mortified to see that I had a giant spot where I soaked right through them with precum, there was even a drop of it rolling down my leg. I just stared down in defeat. Once Carli stopped her most recent laughing fit, she felt the need to tell me that I’m making a mess. I glared at her momentarily before looking down and seeing her own mess, a puddle of her juices on the counter where she was laying. I smirked and grabbed her by the waist pulling her off the counter and making her ass slide right through her own mess. She gasped as her feet hit the floor and I let her go. She turned around and looked at her butt. I couldn’t help but do the same. As she turned her back to me to see it, the kitchen lights hit her and her cheeks glistened, covered in her own juices. As I saw her standing there, garter belt, no panties, and the lights shimmer on her now soaked backside I didn’t think twice, actually I didn’t think at all, I dropped to my knees and began licking and kissing her ass right there on the kitchen floor.

As soon as my hands landed on her hips and my tongue started dancing across her skin I could almost hear that she had that devious smirk on her face when she said “Someone’s eager tonight.” I raised my lips just long enough to sarcastically say “gee I wonder why.” She giggled again and repositioned so that she was leaning over the counter. She gave her ass a little shake and wiggled my tongue in closer. I heard her open the pizza box as she stood there slowly swaying back and forth. “Well I’m going to eat” she said after her first bite. “Oh I’m going to eat too, I just wanted dessert first.” We both chuckle and I dive right back in putting my mouth on every square inch of her that I can reach. She moans and spreads her legs slightly, an invitation to continue to indulge myself which I eagerly accepted. This was an uncommon treat for me, something I absolutely love doing but don’t get to as often as I used to, so I took full advantage of having the most incredible ass in the world right here in front of me.

After several minutes Carli stood back up, moved her foot behind her and gave my cage a couple of soft taps. “Ok lover boy you need to eat and I need to shower.” As I stood up I realized how sore my knees were from kneeling on the kitchen floor. I wrapped my arms around her as she still faced away and nestled my still incarcerated member between her thoroughly kissed butt cheeks. She shimmied again and I could feel myself leaking from the cage. I didn’t let go as I kissed her neck and held my arms around her. “Well let’s go shower then babe” I whispered into her ear. She clicked her tongue and said “but you haven’t even eaten dinner yet and don’t you dare tell me you aren’t hungry because I know better” she turned around and wrapped her arms around my neck and we kissed until she pulled away with a smile. “Babe I’m going to go shower and you need to eat” she then looked down and smirked “and then you need to clean up your mess.” My gaze followed hers and then I saw what she was talking about. Right there on the floor where I had been kneeling before was a small pool of my precum that I didn’t even realize I had made. Carli took this opportunity to move out of my arms and sauntered away more accentuated than necessary.

I felt myself involuntarily twitch in my cage as I watched her turn the corner. I immediately grabbed some pizza and started downing it as quickly as possible. I grabbed some paper towels and wiped the floor, then I inhaled another couple of slices of pizza. I was determined to finish quickly and go join her in the shower. I nearly jogged through the house and into the bedroom while heading to the bathroom. As I went to enter the bathroom my heart sank, she had locked me out. I knocked on the door but I was only met with the playful response of “who is it?” I asked her to unlock the door so I could shower too, no response. I then got the brilliant idea to look for the key to the chastity cage in the bedroom but no such luck. I heard the water in the shower turn off and the door unlock. She stepped out wearing a bathrobe and a smile. She must have seen the disappointment on my face because she leaned in and kissed me, “shower is all yours babe! Maybe you should think about making it a cold one.” I stared at her trying to decide if she was joking, if I should try to beg, or what it would take to convince her to unlock me and let me cum.

I reached out to grab her hand as she walked past, she turned to face me but raised her eyebrows and simply stated “I’m clean and you need to shower” she didn’t leave much room for debate and I was motivated to stay on her good side right now. I hung my head in momentary defeat and headed to the shower.
As I turned the water on and stepped in I saw it. The key to the chastity cage was sitting on the soap dish in front of me. I grabbed it excitedly and inserted it into the lock on my cage. Before I turned the key and unlocked myself something made me hesitate. ‘Did she mean to leave it here? Was I supposed to find it? If I was, does she want me to unlock myself or not?.’ All of these thoughts raced through my mind as I held the key in the lock. I slowly pulled the key back out and set it back on the soap dish as I finished my shower.
After stepping out and drying myself off I held the key in my hand and debated unlocking myself now or staying caged. After arguing with myself for far too long I decided that I would stay locked, after all I still had the key if I needed it.

I stepped out of the bathroom with a towel around my waist and the key securely in my hand. As I entered the bedroom I saw Carli sitting on the edge of the bed wearing her bathrobe and a smile.
“Did you have a good shower babe?” She asked with fake innocence. “It was fine, a little lonely, but other than that just fine” I replied. “And did you behave yourself in the shower all by yourself?” She asked while slowly spreading her bathrobe apart revealing her impressive cleavage. I swallowed hard trying to find my voice “what do you mean babe? of course I behaved.” She narrowed her eyes, “we’ll see about that, drop the towel and prove it.” I smirked and asked what she was hoping to see if I do drop my towel. She leaned back and I could see her robe fall just a little farther off of her shoulder. She then held out her hand and said “key please.”
I froze, I didn’t expect her to ask for it back right now. What if she didn’t give it back? What if I was supposed to take the cage off? Should I have jacked off and then put the cage back on? I was reeling again. She cleared her throat “I’m waiting…” I resigned myself to live with the choice I made and held out my hand dropping the key in hers. She then giggled and said “now drop the towel lover boy.”
I tried to remain confident, the shower clearing my head if only slightly. I dropped the towel and as my caged dick was once again exposed for Carli to see, her face lit up with a look of lust and satisfaction i wasn’t expecting. She immediately stood up and let her bathrobe fall to the floor exposing every single one of her perfect curves. Before I could even properly admire the sight before me she crossed the distance between us and her lips were on mine. We kissed passionately as our hands roamed over each other. Soon I felt both of her hands on my precum covered, imprisoned dick. I felt her hands moving and then I heard the lock click, a sound that stuck out like a gunshot. As I realized what was happening Carli dropped to her knees and was half way through removing my cage. The moment the cage slid off of the tip of my dick I felt the blood rush to my member and I got as hard as I ever had in my entire life. As I relished in the feeling of freedom and my own erection once again Carli wasted no time, she took me into her mouth and it only took about 3 or 4 bobs of her head before she had taken me completely into her throat.
The teasing and frustration from the night was all lost in a feeling of ecstasy and craving I couldn’t remember ever feeling as completely. Carli wasn’t teasing now, she took every inch of me into her mouth hungrily and every time she slid her lips across my dick as I left her mouth I barely had time to register the cool air before I was thrust completely in again.

It only took a couple of bliss filled moments before I could feel my impending orgasm, and the feeling was so overwhelming that I focused on nothing else. Carli must have felt me reaching my limit as well because she placed her hands on the back of my thighs, pulled herself in even deeper for the final stroke and looked straight up at me. I felt myself tip over the point of no return and had to lean back on the dresser behind me to keep from collapsing as I spurted shot after shot of one of the biggest loads I have ever produced in my life. Carli continued to work her tongue and suck as my orgasm rolled through me. As her eyes stayed locked on mine I could see her trying not to gag, I could see her eyes watering, and I had never seen a more mesmerizing sight in my life.


r/ChastityStories • • 3d ago

M Chaste,F Keyholder Sorority Rush - Prologue NSFW

120 Upvotes

Stella looked out at the group of nervous pledges gathered before her. She thanked her lucky stars that she had finally been granted the position of pledge mistress in her senior year. She had petitioned for it the last two years but had been passed over for sisters with more seniority. But not this year. She finally had the power she had dreamed of from the moment her sexual desires had awakened and she didn't plan on wasting it.

The shuffling of the young freshman before her drew her out of her daydreams and refocused her on the task at hand. With a bit of luck, all her patient waiting would finally come to fruition by the end of the week. Her grand plans culminating, but truly just beginning, at the welcome party for the new pledge class that Friday. 

"All right girls. This is it. Your final task to prove you have what it takes to become a sister of Pi Delta," Stella began. She had whittled down the dozens of hopefuls to just the final eight that still stood before her. All of them gorgeous in their own ways. They were a mix of ethnicity and height. Hair color and body shape. The most important thing to Stella was that they were all uniquely beautiful and could be molded into using it to their advantage, if they had somehow made it to college without already learning such a skill. "Everyone step forward and grab a box off the table. It doesn't matter which one. They're all the same."

Between Stella and the pledges was a long wooden table with eight discrete packages laid out along it. It had taken some doing, and a creative use of the sorority budget, but Stella had been able to acquire the identical devices just in time to put her plan into action. The last weeks had been stressful. Terrified that delayed shipping or a contact falling through would destroy her grand dream just before the final hurdle.

As the girls claimed a box each, Stella explained to them what it contained. "Inside each box is one half of your final task to secure yourself admission into Pi Delta. Go ahead and open them. I want to see if any of you can guess what you need to do.”

The pledges ripped open the packaging and the room quickly filled with the sounds of confused whispering. Most of them looked at the device like they had no idea what it was, though there were one or two signs of recognition.

“Any guesses what your last task entails?” Stella asked after allowing all the girls to thoroughly examine the small white devices they now all held. The girls stared back in nervous silence, too afraid to give a wrong answer or not even knowing where to begin with a guess. “No? Well can any of you at least tell me what you’re holding?”

“I uhh… I think it’s some sort of chastity cage,” Sofia said, sounding less sure than she should have been. Sofia was one of the more extroverted and mature members of the pledge class so it was no shock to Stella that she was the one who came up with the correct answer. The fiery Latin girl was often first in her pledge class when the topics of boys or anything slightly sexual came up.

“Very good, Sofia. Though it’s not just any chastity cage, it’s a Cyberlok cage. The absolute pinnacle when it comes to denial. Completely inescapable, app controlled and with all sorts of fun and devious tools programmed into it. Why don’t you all take a few minutes to read through the manual and get yourself setup on the Cyberlok app as the keyholder for the cage in your possession.”

The flipping of pages and electronic beeps as the cages were paired with a keyholder did little to lessen the confused whispering of the pledges. Even the confident Sofia looked lost as to what they would be required to do next.

Deeming that she had given the girls enough time to stew on what their final task would be, Stella finally decided to reveal the beginning of her evil scheme. “Quiet down girls. It’s time for you to learn the details of your last task. As you know, we Pi Delts pride ourselves on our looks and how we are able to use them to navigate our way through a male dominant world. This last task will prove that not only can you use your looks to get by, but that you can use them to become the dominant forces in your own world. That you can manipulate any man into doing your bidding. That’s what a Pi Delt truly is; a woman who can assert her dominance, not one who needs the kind treatment of men to get by.

“So for your final test, you are going to get one of your peers locked up in the Cyberlok cage you just paired to your account. I don’t care how you do it. Promises of sex, blackmail or just relying on the trust of a boyfriend or friend. Your deadline is 9 PM Friday night, the start of the welcome party for all of you who succeed. That gives you just over seventy-two hours to get some poor boy’s dick locked up in a cage. I recommend setting the initial timer to unlock him at midnight on Friday, though I won’t stop you from being a bit more sadistic if that’s what you desire. The only requirement is that you arrive at the sorority house by the time the party starts with your locked boy in tow. Your eight prizes will be the only men at the party, assuming you all accomplish your task. Maybe you can even use that as a selling point to get them to agree to getting their little dicks locked up inside of a cage.”

The pledges all stared back at her with their mouths hanging open. It was clear they hadn’t expected the difficulty and sexual nature of their final task.

“Any question,” Stella asked. “No? Perfect. Then you best get going. I want to see all of you back here Friday night with a little pet following you around.


r/ChastityStories • • 3d ago

M Chaste,F Keyholder Reviving the Dead Bedroom NSFW

71 Upvotes

Just another month, come and gone and nothing had changed. We’d been married 15 and together 20 and now had fallen into a rut that reassembled familiar roommates. We’d go through the motions and have date night once a month, but even on the fateful Saturdays, we’d usually come home, pay the babysitter and send her on her way before sitting on the couch and complaining that we ate too much. The ever cliche of let’s do it tomorrow would come out of one of our mouths, usually hers, and then evidently the next week or three would come and go without any sexy playtime. 

My algorithms all had articles and reels filled with sex ads, games, advice influencers and 10 week programs to reignite the flame. It seemed like every other thing I scrolled to or clicked on would lead me back to one singular topic: the dead bedroom. Some experts say it’s just a matter of effort and you need to find the time. I disagreed and believed no matter how hard you try, with all the effort a parent must muster to raise kids in today’s world, at the end of the day, there just isn’t enough gas in the tank for your spouse. I can hear the kidless couples already scoffing saying “you need to prioritize your relationship!” And they’re not wrong, except we have both prioritized our kids happiness and future success on top of our intimacy and need for shared orgasms. With kids in multiple competitive sports every season, it’s hard to keep the flame going as you pass each other in the driveway more than see each other naked. 

I had tried a few years ago with some spicy advent calendars in hope a task a day would help us reconnect. We started strong but by Christmas we didn’t even open the door. We found it the following year in our Christmas Tupperware and laughed that we should give it another go…we didn’t. A year later I got into chastity porn, and went down the whole femdom rabbit hole. For my birthday I bought myself a cheap chastity cage and knowing she never buys me anything, I put it on myself and presented her with the key asking her to do it for my birthday present. It went over like a wet fart in a silent crowded elevator. She accused me of not loving her and after a day accused me of wanting her to cuckold me which at that point I had never even heard of, let alone considered. So I obviously gave up.

A few months later she asked if we could give it ago but after three months of being locked, she literally forgot I was wearing it, she saw me in the shower and was like, ‘oh right. I forgot about that. You should probably just take it off and take care of yourself!’ She never cared that I jerked off as long as it didn’t make us late or mess up the packed schedule. So eventually I fell into a mild depression that I suppressed with alcohol. (I don’t want to make light of this, it is more just a statement of fact. And those who suffer from depression or alcohol abuse I hope you can find the help you need.)

One day I had had enough. I figured I had to say something to her. I still loved her but I was so unhappy. Due to all the tall cans of IPAs I had consumed I went from a former athlete (a little soft in the middle but still below average body fat %) to a very girthy dad bod. My arms and legs still keep their form from continued recreational activities, but my beer gut had increased my pant size from a slender 34 to an uncomfortable 38. Enough was enough. 

I decided that I would buy a high end chastity cage for our upcoming anniversary and give her a choice to help me find some happiness. I was traveling a lot for work and was about to go on a short two night trip to another one of my company’s branches a few states over. I decided to take my shot the night before I had to leave. With the cage in hand, and the kids in bed I sat down beside her on the couch while she surfed mindlessly through all our streaming platforms looking for something to kill the time before we went to bed. 

I had typed up a contract from a template I had found on the net that laid out my expectations. It covered all the usual, she would hold the key and it would be at her sole discretion if I would be released. Safe word, cleaning schedule and finally a term of one year before renegotiating. Finally I added a few terms I wanted to help me. First to help cover my drinking, I wrote that if I chose to drink I would be required to ask permission prior to and I would be told what it would cost. I gave a few ideas so my wife didn’t have to think on the spot the first few times. Examples included, when the keyholder decides on release and orgasm, it is ultimately ruined. Or scheduled release delayed xyz. And finally, if consumption is granted, then the next release must also be consumed by me. For weight loss, I gave examples of for every 5 pounds loss I would be granted a release and orgasm. The goal was to lose 50 pounds. So I added at the 25 pound mark I would be granted a blowjob with a facial finish. Upon hitting the ultimate goal, I would get anal (which she has never allowed or even been entertained).

I simply handed the contract over and explained where I was at. I played all my cards. My unhappiness, how the drinking had become a crutch and how disappointed I was in myself for letting my body go. I told her I had spent a year coming up with two ideas. The first was in her hand. Chastity. This would be the stick approach. She would help keep me on track by ensuring I followed through or ultimately there would be a punishment of sorts. The other option was the carrot. This I explained would require her to give herself to me every night I refrained from drinking and I worked out. Meaning, if I worked out in the morning and didn’t drink after work, I would be able to tell her how I wanted to get off and she would have to comply. 

Being a thoughtful and analytical person, she sat and read the contract in her hands twice. Without saying a word she walked out of the room and came back a few moments later with a red pen and began to redline a number of words in the contract and then flipped the page over and wrote a few extra lines. The redlines were simply her word smithing the contract and then she struck off the year term and added until she was satisfied with my weight maintenance routine. Meaning I was in this deal until I hit my goal. A few extra marks here and there and she added ‘at keyholders discretion’ after every term to on the original contract. She handed it back to me with a pen and said “sign if this is what you want, but I’m definitely not being your carrot and having to blow you every night! If you need me to help you be motivated and keep you on track then so be it. I’ll be your keyholder, but you better be serious. Because in a month if you want out, I’m shoving this contract in your face and finding a way to punish you that you couldn’t even imagine!”

I took the pen and without reading the fully revised contract in its entirety, signed. She quickly scribbled her signature on the page and said “Well there we have.  Better go get locked up right now.” She began to laugh, and as she tried to calm herself she continued to chuckle saying “Hope this makes you happy. If I were you, I would have asked for one last blowjob before being locked up, because it might be awhile. Now hurry up. Don’t try to jerk it before you do. I want to go to bed and I don’t have all night.”

I ran off thinking she was right about one last blowjob but at the same time, if this got us reconnected I could wait a few weeks so I could really appreciate painting her face. 

To be continued….


r/ChastityStories • • 3d ago

Story search Searching for a story! NSFW

11 Upvotes

I don’t remember much but the whole idea is this guy is in this discord server with kinks and he likes making fun of other guys in chastity until this girl messages him and he finds her hot af but she will only really talk more to him if he tries Chasity. So then he tries it and she makes him post a pic in the chastity server where he was making fun of other guys


r/ChastityStories • • 4d ago

M Chaste,M Keyholder The White Champion’s Cage, chapter 8 [m/m, interracial, bnwo, slow-burn] NSFW

14 Upvotes

Summary: Jett is back in the halls, and the weekend will not stay where he left it. A glance by the lockers lasts half a second too long. Magnus has a word Jett is afraid to ask about. The clinic is supposed to settle him. It doesn’t. By the time he gets home, he is losing control.

Keywords: BNWO, interracial, chastity, humiliation, straight to gay, slow-burn, psychological, athletics

Disclaimer: English is not my first language, so I rely on AI assistance to polish the text.

Chapter 8: Monday Paranoia

Day 16 (Monday)

On Sunday, Jett’s parents had been home for once — rare enough that they insisted on a late brunch and a short drive through the valley — but he remembered little of it. He had nodded at the right moments and answered when spoken to. Every time the car hit a small bump or he shifted in the passenger seat, the ghost of Saturday returned.

Monday morning Jett stepped into the bustling hallways of Lockridge Valley High. Near the water fountain Tyrone and Marcus stood easy against the lockers. Tyrone’s gaze lifted as Jett passed — not a stare, just the smallest pause, the corner of his mouth twitching once before he looked back at his phone. Marcus followed a half-second later with the same casual glance.

They don’t know. They can’t know. The reassurance didn’t stick.

He pushed on. The Black Excellence Week display stretched farther along the wall than it had on Friday, fresh posters added over the weekend. He did not look at them.

A slim figure stepped out from the equipment-room alcove and fell into step beside him.

“Morning, Whitaker. Been crunching the weekend stats for Coach. Your numbers are looking… impressive. Yards after contact, completion percentage under pressure — personal bests in categories you didn’t even know your body was capable of.”

Miles adjusted his wire-rimmed glasses with one finger, his dry little smile already in place.

A half-step behind him was Brittany, the cute cheer girl who often trailed after the team statistician. The second she saw Jett her entire brain appeared to short-circuit. Her eyes locked onto the back of his jeans with pure, single-minded hunger.

“You should feel proud, superstar,” Miles continued, ignoring the way Brittany was mentally adding the quarterback to her wishlist. “Most guys never discover they can take it that deep and still keep driving forward like a champ.”

When Jett awkwardly shifted his weight, the denim pulled tight across his ass. Brittany’s eyes stayed locked there.

“Anyway,” Miles said lightly, already steering them away, “try not to pull anything important. Brittany here would require medical attention.” He gave her a flat look.

As Jett turned and walked off, Brittany’s voice floated after him, urgent and not even pretending to be quiet:

“Miles—wait. Is it true he’s single again? Because I swear those cheeks just looked at me.”

***

Magnus tracked him down at lunch. The blond running back slid into the plastic seat across from Jett.

“Hey, bro,” Magnus said, voice low enough not to carry. “You look like you got some real rest this weekend… or at least some real relief.” He looked at Jett with a conspiratorial grin.

Jett forced a tight smile. “Yeah. Something like that.”

Magnus leaned in closer, elbows on the table. “You did fucking amazing on Saturday, bro. I could hear you guys go at it. You took Jabari like a champ.” He grinned wider. “And I got my turn on Sunday. Intense as hell. He really knows how to—”

“Shush!” Jett hissed, hazel eyes darting towards the jocks’ table. “Keep it down, man. Someone might hear.”

Magnus chuckled softly, unfazed. “Relax, bro. No one knows. Well… almost no one. They’re tight like that.”

Magnus leaned back in his seat. “I was already thinking of hitting up this one relief spot the Network told me about… but Sunday with Jabari saved me the trip and kept me plenty satisfied, you know? For a while, anyway.”

The Network. He didn’t ask what that meant. He was afraid Magnus would tell him.

***

Afternoon training had been rough; the locker room was worse.

Tyler was already at the center benches, shoving his practice shorts down in one rough motion. His cock sprang free between thick thighs still flushed from the field. He laughed at something one of the other guys said.

“I’m telling you,” he said, voice carrying the whole room, “Whitaker needs to get some new pussy and move on. Simple as that. Find a wet hole and stop walking around like someone stole his balls.”

A couple of guys laughed. Tyler grinned wider, towel over one shoulder, and kept talking — another crude detail about some girl from the weekend. “Had her bent over the hood of my truck,” he said, giving his cock a casual shake for emphasis. The uncircumcised head shifted under the loose foreskin with the motion. “She was dripping before I even got it all the way in.”

Jett’s jaw tightened. He kept his back to the room, peeling off his own gear with careful, controlled movements so the cage stayed hidden. He ought to be locked up. Jett’s lip twitched. Tyler trapped in the same black resin. That good-ole-boy on his knees, cage under sandy-blond pubes, loud mouth stretched around a thick Black cock — gagging, eyes watering, the confident grin gone. A Black hand parting the farm-boy ass. He ought to learn his place.

Jett shoved the thought down, wrapped the towel tight, and headed for the far stall.

After the shower he dressed fast, the white jockstrap already damp again against the cage. He didn’t wait for the others. He walked straight to his car. He told himself he would keep it professional during his appointment at the clinic. The deep, empty ache in his asshole made the promise feel thin before he even started the engine.

***

The waiting room was empty. Jett had barely sat down before the inner door opened and the doctor appeared in his crisp white lab coat, the small raised-fist Black Power pin glinting on the lapel.

“Mr. Whitaker. Right on time. Come in.”

Jett followed him into the office. On the shelf behind the desk, among the medical texts, the wooden fertility totem stood in its usual place. The moment the door clicked shut, Doctor Woodlock gestured toward the exam table.

“Strip fully, Mr. Whitaker. We’ll begin with the cage check.”

Jett obeyed, peeling off his letterman jacket, shirt, jeans, and finally the fresh white jockstrap. He lay on the exam table naked, the chastity cage locked tight around his cock and balls. The doctor’s hands moved with calm precision, dark fingers circling the base ring and pressing along the bars while he spoke.

“You’re responding very well at this stage, Mr. Whitaker. Your performance has been… impressive all around.”

The doctor’s touch was making his cage leak. Jett couldn’t keep silent. “Doc… I… I don’t know what’s happening to me. I can’t stop thinking about it. About… Black cocks. I had a session on Saturday with Jabari and I… I liked it.”

Doctor Woodlock slid his finger under the chastity cage’s base ring. “Many young athletes report similar discoveries during this phase of the BNWO program. It is perfectly normal to begin finding your place.”

Jett’s head spun at the word BNWO. The doctor withdrew his finger, then asked gently, “Tell me — why did you come to me in the first place? What made you seek the treatment?”

Jett hesitated. “I wanted to be the best again. Magnus was getting faster, stronger. I couldn’t let him take my spot. I wanted the edge. I wanted to stay on top.”

Doctor Woodlock nodded slowly. “And now your body is showing you a different kind of ‘top.’ Your results — both on the field and elsewhere — are excellent. Keep going.”

Jett shifted uncomfortably on the exam table. “Magnus… he told me I can’t get any relief the normal way anymore,” he said, gesturing awkwardly at his crotch. “Not like I used to. So I… I need something, Doc. Just for the rest of the program. Something to take the edge off so I can keep performing. I can’t keep walking around like this every day.”

Doctor Woodlock’s expression grew serious. “Mr. Whitaker… I’m not sure you’re ready for that yet.”

“Please, Doc. I’m begging you. I need something. It’s too much. Just until the program ends. Just to help me manage.”

Doctor Woodlock sighed. “Very well. I don’t usually offer this so early. The relief package is meant for later stages.”

He reached into a cabinet and pulled out a plain brown-paper-wrapped package stamped with the letters BNWO. “This is entirely optional, Mr. Whitaker. Use it only if you feel you truly need it.”

Jett took the package.

“Trust the process, Mr. Whitaker.”

***

Coming out of the doctor’s office, Jett sharply turned a corner and accidentally collided with Jamal, the doctor’s assistant, coming the other way.

The impact made him stumble back. The plain brown-paper package slipped from his hands and hit the floor with a soft thud. Jamal stopped, tall and lean in his fitted polo.

Jett crouched to retrieve the package and stammered, “Jamal, I’m so sorry about the other night at the pool house. I was disrespectful. I acted like an idiot. I’ve learned to be more respectful now. I promise. It won’t happen again. I’m really sorry for letting you down.”

Jamal stood still, listening. He calmly adjusted his glasses.

“Follow me."

Jett’s feet moved before the thought finished. He followed Jamal down the corridor and into the small janitor’s closet. Metal shelves lined both sides, crowded with bottles of cleaner, stacked paper towels, and hanging mops. The door clicked shut behind them.

“On your knees, boy.”

Jett dropped without hesitation. The linoleum was cold through his jeans. There was nowhere to lean without pressing against something hard and cold.

The Black assistant unfastened his pants with unhurried precision and freed his cock. It hung heavy, already half-hard, thick and upward-curving.

Jett leaned in but Jamal stopped him. “Not so fast, white boy. First tell me what you have learned.”

Jett looked up. Those dark eyes behind the wire-rimmed glasses were fixed on him, dead serious.

“I… I… I must be respectful to Black men,” he groped for words.

Jamal chuckled softly. “I would say you need to be respectful to every person around you, but fine — go on! What do you need?”

Jett’s hazel eyes locked on the cock inches from his face. His locked cock pulsed so hard the bars bit. The shelves pressed against both of his broad shoulders, trapping him in place. He stared at the cock. “I… I can’t say that.”

Jamal didn’t move. His hand rested lightly on the back of Jett’s head, not forcing, just holding him there. “You can. You’ve already thought it. Respect means saying it out loud.”

Jett’s breathing grew ragged as the thick shaft started to grow. The low-hanging balls retracted in their sac.

“I am the varsity quarterback… I thought I only wanted girls — until now.”

Jamal smiled. “We know that already, Jett. Answer my question. Who are you? What do you crave?”

Jett swallowed hard, eyes still glued to Jamal’s cock. “My name is Jett Whitaker…”

The foreskin started peeling back, revealing a broad, plum-dark head.

Jett’s voice dropped to a broken whisper, barely audible. “…and I crave big Black cocks.”

“Good boy. You ran from this once already. Back at the pool house.” Jamal stepped closer until the heavy shaft brushed Jett’s flushed cheek and the shelves dug harder into the quarterback’s shoulders.

He guided the broad, glistening head to Jett’s lips. “You’re going to learn deep respect now.”

Jett opened his mouth. The thick head pushed past his teeth and filled his mouth in one steady slide. Jamal did not stop at the comfortable depth. His large hand settled firmly on the back of Jett’s head, fingers sliding into the short dark hair, and he pressed forward until the flared crown nudged the back of the quarterback’s throat.

Jett gagged hard. The sound was wet and helpless in the tiny space. Spit flooded around the shaft and spilled down his chin.

Jamal held him there for a long second, letting the thick cock rest deep, then began to move. Short, controlled thrusts at first, then longer, deeper strokes. Each time the heavy shaft dragged back, thick strings of spit connected Jett’s stretched lips to the dark, veined skin. Every forward thrust pushed a little deeper, forcing another wet, choked gag from the locked athlete on his knees. Tears tracked freely down Jett’s flushed cheeks.

“You had the chance to take this properly,” Jamal murmured. “Now you take it the way I give it.” He tightened his grip and drove in harder.

Spit poured down Jett’s chin in steady streams. His cage leaked in continuous, helpless pulses into the white jockstrap while his body stayed planted on the cold linoleum, shoulders jammed against the metal shelves.

Jamal kept the pace relentless but measured. The wet, rhythmic sounds of face-fucking filled the closet. Jett’s nose ran. His throat felt scraped and swollen.

Only when his breathing finally roughened did Jamal push all the way in and hold. The first thick pulse hit the back of Jett’s throat. He kept the cock buried while rope after heavy rope of hot cum flooded the locked white athlete’s mouth and throat. The load was thick and abundant. The taste was strong, salty, and earthy; the texture coating his tongue was hot and viscous. Some of it escaped around the stretched lips and ran down Jett’s chin in thick white streaks. A heavy rope of it landed across the letterman jacket’s collar and the embroidered school crest, soaking into the fabric in a pale, sticky stain.

Jamal stayed deep until the last pulses faded, then withdrew, purposefully slow, leaving a glistening strand of spit and cum stretching from the dark head to Jett’s swollen lower lip.

“Open. Show me.”

Jett opened his mouth. The thick, pearly load sat on his tongue — his first taste of another man’s cum.

“Swallow.”

He did. The salty semen slid down his sore throat in one long, deliberate gulp.

“You’re learning,” Jamal said quietly.

He opened the closet door and left without another word, leaving the star quarterback on his knees, nose still running, throat raw and sore, a sticky white streak drying on the letterman jacket.

What the fuck did I do this time?

\***

Squeezing out of the closet, he walked back to his car in a daze, the taste of Jamal still on his tongue, the plain brown-paper package stamped BNWO tucked under his arm.

Inside his car, Jett tore the wrapping open. Inside, next to a small bottle of lubricant, lay a large, extremely lifelike black dildo. It was long and thick, beautifully detailed — pronounced veins, a flared purplish-black head, a realistic scrotum at the base, and a small five-pointed crown embossed near the suction cup. It looked real. Too real.

He drove home with the toy hidden under the seat as his asshole started tingling. Jamal hadn’t fucked him. Why not? What if he had?

Once inside his room, Jett stopped. He didn’t even know how to prepare properly. Last time you stuck soap up your ass without meaning to. After a quick, embarrassed search on his laptop he cleaned himself as best he could.

Finally, Jett stood naked in front of the full-length bathroom mirror, the large realistic black dildo suction-cupped to the cool tile floor in front of him.

Jett dropped to his knees and leaned forward, touching the dildo with the tip of his tongue. The silicone was warm and lifelike. Excitement tingled inside his chest as he slicked the toy with lubricant.

Positioning himself over the toy, and with deliberate slowness, Jett started lowering his hips. The blunt head pressed insistently against his tight, quivering hole. The pressure built, until the wide crown finally popped inside with a wet stretch that tore a sharp gasp from his throat.

Jett caught his own reflection and froze for a heartbeat. Quarterback shoulders. A chest that still looked like it belonged to the guy who fucked girls. The cage, and the toy under him, said otherwise. This is only until the program ends. Just twelve more days, man.

His hips started moving in slow, needy circles. His ass lips dragged along the smooth, girthy surface as he rode up and down, every ridge and vein catching on his sensitive rim.

He could still hear Jabari’s deep voice from the poolhouse: “Your pussy belongs to Black cocks now.” Jett impaled his muscular ass deeper on the dildo.

“I thought I only—fuck—” The words slipped out between panting breaths. “—only wanted girls…”

His right hand gripped the sink for balance while his left uselessly shook the leaking chastity cage. He was panting openly now, eyes locked on his own reflection as he rode faster, driving himself toward a peak he couldn’t reach.

“I crave big Black cocks… I crave big Black cocks…”

With every word, he slammed his ass on the toy.

In the middle of his desperate play session, Jett’s phone buzzed with a text from his teammate Gabe Mendoza:

“Bro, I know all about Doctor Woodlock. Followed you straight to your little secret appointment today. Might wanna keep your phone calls more private next time instead of yapping loud in the stairwell. My appointment starts in ten minutes. Whatever he’s giving you, I’m getting it too.”

Jett froze mid-thrust. He was still buried on the black toy, watching his own ass in the mirror.

Pulling off the toy, he called Magnus.

“Don’t worry, bro. The Doctor will handle it. He always does. You and me are not the first guys in this. Nor the last.”

***

End of Chapter 8. Want the next chapter right now? Join my free Patreon membership for one-week early access: → https://www.patreon.com/HenryRaude. New chapters drop here first for free members. Full series coming soon.

– Henry Raude ([henryraude@proton.me](mailto:henryraude@proton.me))


r/ChastityStories • • 4d ago

M Chaste,F Keyholder How my gf decided to lock me up pt 7 NSFW

92 Upvotes

Over the next few months, the cage stopped feeling like something Britney was experimenting with and became something I simply wore. She only unlocked me for cleaning, and even then she locked me straight back up afterwards. The original cage didn't last long either. Britney replaced it first with a much smaller metal one that sat tighter and was easier to hide underneath clothes, then eventually bought a flat cage that kept everything contained against my body. She loved that one immediately. The first time she locked it she stepped back, looked at the difference and laughed that there was barely anything left for me to pretend belonged to me.

The strap-on also became normal surprisingly quickly. Britney had originally bought one dildo for it, but within a couple of months there were several in the drawer. She chose different sizes depending on what she felt like and usually left my cage completely untouched while putting the harness on me. It meant she could have sex whenever she wanted without unlocking me, and she openly preferred it that way. When she was finished, the harness came off and the cage was still exactly where it had been before. She occasionally reminded me that she liked some of the dildos more than my actual cock anyway because they were bigger and she could use them for as long as she wanted.

At home I became much more attentive to her without Britney even needing to ask every time. If she came back tired, I'd make her coffee or something to eat. If she was revising, I'd make sure she had water, bring her charger or massage her shoulders while she studied. She still regularly had me pleasure her, sometimes in bed and sometimes after a massage or shower, while I remained locked the whole time. Britney loved pointing out the difference denial made. “You're much more obedient like this,” she started saying whenever I complained, usually while touching the key around her neck. If I told her that was only because she'd kept me desperate, she'd smile and say that was precisely why she intended to keep doing it.

The key itself eventually created a completely new problem. Britney wore it so often that one of her closest friends finally asked what it opened. Britney avoided answering at first, but after Emma asked again she came home and told me about it. Apparently Emma assumed she was joking until Britney explained how it had started, how long I'd been wearing one and why she now kept the key permanently around her neck. What surprised Britney most was that Emma didn't think it sounded strange for very long. Her boyfriend, Jake, had a much higher sex drive than she did, and within days she was asking Britney what kind of cage she'd recommend and how they'd introduced the rules without making it feel forced.

Jake eventually agreed to try it for a weekend. A weekend became several days, and several days became long enough that Emma bought a key necklace of her own. Britney suddenly had someone she could talk to openly about everything we'd been doing, and their conversations became almost ridiculous. I'd hear Britney laughing at messages from Emma about Jake complaining, or she'd show me that Emma had asked how long she should keep him locked before his behaviour changed. Britney jokingly told her not to copy everything we did because Jake had agreed to his own version, not ours, but it was obvious she loved having someone else who understood why she enjoyed it so much. Eventually the two of them decided that the four of us needed to go out together.

Britney made more effort getting ready for that double date than she normally did for dinner. She chose a deep burgundy mini dress with thin straps, an open back and a neckline low enough that she decided not to wear a bra underneath it. She paired it with sheer black tights and heels, then deliberately left my key visible against her chest rather than hiding it. Emma turned up in a black satin slip dress and Jake's key hanging from a thin gold chain around her neck. The moment I saw them standing beside each other I knew they'd coordinated it. Jake noticed too. Both women looked dressed for a normal night out to everybody else in the restaurant, but the four of us knew that the jewellery around their necks meant both men sitting opposite them were locked.

The jokes started almost immediately. Emma asked Britney how I'd been behaving lately, and Britney casually said she'd barely needed to unlock me in weeks except for cleaning. Jake laughed until Emma reminded him that he wasn't exactly free either. The two women spent dinner comparing how much more helpful we became after being denied, how quickly we'd bring them drinks or offer massages and how easy it was to get our attention when neither of us knew when our next orgasm was coming. Britney told Emma she barely used my actual cock for sex anymore because the strap-on was easier, which immediately turned into an entire conversation about the collection she'd accumulated at home. We all ended up back at our place. Once the door closed Britney told both of us to undress. Emma laughed, but followed her lead and told Jake the same thing. A few minutes later the two of us were standing there wearing nothing except our cages while Britney and Emma remained dressed from dinner. Neither woman made any move toward the keys. Instead they sat together on the sofa and told us that if we'd spent the entire dinner listening to them talk about how attentive chastity made us, we might as well prove it.

Britney directed me while Emma told Jake what she wanted, and before long both women were far more interested in enjoying themselves than in whether either of us was frustrated. Eventually Britney moved closer to Emma on the sofa and kissed her. Emma froze for half a second before kissing her back, and that completely changed the mood of the room. Their joking disappeared and they started making out properly while Jake and I were left watching from in front of them, both still locked. Every so often one of them would glance over at us or laugh at the reaction they were getting before going straight back to kissing each other. That was probably the most worked up either of us had been all night, which was exactly why Britney and Emma refused to unlock us. They knew what watching them together was doing and seemed to enjoy making it worse.

That night turned into something bigger than either of us expected. Emma eventually told another friend of theirs, Sophie, after Sophie noticed that both women had started wearing small keys around their necks whenever they went out together. Sophie was convinced they were exaggerating until Emma explained that both Jake and I were genuinely wearing cages. She later mentioned it to her boyfriend Daniel, and after a lot of joking between them they agreed to try it for a couple of days. Within a month Sophie had bought her own necklace too. Chloe was the last one to find out. She learned about it during a girls' night when the other three accidentally made one too many jokes about keys, and once Britney explained everything Chloe became more curious than any of them. Her boyfriend Ben initially thought the whole thing sounded ridiculous, but eventually agreed to try it as long as they set their own rules.

Before long there were four couples involved, although none of the relationships worked exactly the same way. Britney was by far the strictest with me. Emma kept Jake locked regularly but still unlocked him much more often. Sophie treated it almost like a weekend game with Daniel at first, while Chloe and Ben kept changing their rules depending on what they were comfortable with. It was around then that Britney found another thing she wanted to try. One evening she was putting the strap-on away after we'd used it and casually said there was still one direction she'd never used it in. She wanted to try pegging me at some point. I told her she was very enthusiastic about volunteering my ass for experiments considering she'd never tried anal herself.

That gave her an idea.

“All right,” she said. “Deal.”

“What deal?”

“You let me try it on you first, and I'll let you try anal with me afterwards.”

I looked at her, then at the strap-on still sitting beside us.

“So I'm the test subject?”

“Exactly.”

I told her I'd think about it. Britney immediately smiled because apparently “I'll think about it” was much closer to yes than the answer she'd been expecting. She put the strap-on back into the drawer with the rest of the collection, climbed into bed beside me and kissed me before switching off the light.

“Don't worry,” she said. “I'm patient.”