I mean I have started doing this quite often lately, while i did used to click pictures of mine and see later which weirdly does turn me on when looking at them sometime idk why (love to know the psychology behind). But lately, I have started making a lot of dirty, humiliating videos of mine that I love to watch and does turn me on lately. Humiliating in a way where I'm watching hypnos, riding dildos or sucking them and making feminine slutty expressions. Saying dirty things to myself in heat, spit roasting and slapping. Idk it does turn me on and I cum while watching them too at times.

I find it too weird like wtf am I doing? Watching myself and getting turned on? Isn't it fucked up? But it weirdly does make me feel hot. Are you guys on the same boat or I'm too weird?

I went to an adult theater last night for the first time. first i went in boy mode to just scope the place. The place was quite big (3 shared theaters with multiple video booths with curtains), it had girls and trans girls for lap dances as well. There were a few guys there and in one room a cd was sucking a nice big bbc. I sat down there watching them and started jerking off. they attracted a crowd, soon one guy started blowing another one and the rest of us were just jerking off. it was soo hot, thinking I could get down on my knees right there in front of everyone and start blowing them.

I decided the I will change into something sexy and come back. I wore a nice body stocking, wore some womens joggers and hoodie over it and went back. I bought a few condoms from the desk and decided it was time. I walked around, not a lot of guys this time so I just picked a booth (without a gloryhole, I was nervous) , put on some trans porn and started jerking. The whole time I was trying to build up the courage to go a booth with a gloryhole. In the end, I chickened out and left.

I want to go back today, but this time actually blow a few guys off. I am really worried about std, etc so I was curious what is the best way to prevent this?

Can I just wait in the booth and pass on a condom to the dick that shows up?

I also love the idea of facials but again stds worry me, any suggestions for this?

Thank you Gurls

My gf and I have an awesome relationship, she’s know about my sissy side and such.
But lately our sex isn’t the greatest and that’s because on my side. I wasn’t blessed with a huge cock so I have a little clitty about 3.7 inches erect, not thick. It is petite.
Only reason is because I can’t last long, I don’t know why I can’t but not even 30 seconds I could last. I think this past time I lasted about no more than 10 seconds. ANYWAYS

We got back home from grocery stores, first thing she pulls out is a cucumber, open her mouth wide open with her younger stick out like she’s about to suck it. I jokingly said “ do you think you can suck something that big” and she said “pffft of course.”
Just smiled and walked off.
It instantly turned me on. My clitty can’t even reach her throat.
Later that day, we’re just sitting on the couch and talking about sex. Out of the blue she said “I think my vagina is wide and deep”
We all know what she meant by that.
Now I don’t know if she’s kinda hinting that she needs a bigger cock than my little clitty or she just saying that.
What do yall think?

Anyone else out there honestly just dress casually while sitting at home? I don’t mean like getting dressed to the nines and sitting there in heels in a dress. I mean dressing in like comfort girly clothing, like I’m just chilling in flared bottoms, pink fluffy socks and a crop top with my wig and a little female jewellery playing games. I’m just doing it to enjoy the clothing and being comfortable, nothing sexual just honestly chilling as my girl self.

Anyone else just do the same? Honestly such a relaxing time would recommend lol 😂💕

So I’m halfway through Loctober and I’m losing it. Sometimes in a good way, sometimes in a bad way, I’ll explain.
So I decided to do Loctober to really work on myself and do some deep work. My goal for this month was to go all in and try to work out/through the intense shame I feel around it. With that being said, I decided, as a self locked individual, to give myself rules. The big ones, no taking the cage off and no physical contact with others. My goal was to lean into the part of me that I felt most ashamed of, and try to work through why I feel that way, having the rule that the cage stays on would help me to look the shame in the face and conquer it, not just take it off and throw it away hoping to forget about it.
The thoughts and feelings I’ve experienced have been overwhelming to say the least, at first I was a feral, horny, useless whore, I put off everything I should have done to chat with guys on Reddit and stretch my asshole. Then the hornyness turned from a raging inferno to a slow hot burn. Everything made me horny, my bartender said the word leak and I think I moaned( then leaked)
The last couple of days have brought new emotions, one minute I’m scrolling Reddit and dreaming of getting used by a bbc, then out of nowhere, I get the same feelings of post nut clarity that I do when I jerk off. I almost took the cage off a little bit ago, but remembered my rules and left it on. Now I’m on Grindr trying to make friends to meet up with on the morning of November 1st.
I’m not really sure what to do, so I’m gonna stretch out my ass so I can take the biggest blackest cock I can find in November and my goal is to be able to take him as hard as he wants for as long as he wants.

Tl;dr I’m fucking confused

what should i do firsttt? just got out of the store i never thought id be so excited abt underwear. i’m still really new to this so would love some advice or maybe stories abt first time trying on panties… 💘

I decided to try something today. I was wearing a flat cage, and decided to wrap a condom around it before playing with my whole. As usual, I had several huge sissygasms. At first, I filled the condom with a huge load. I mean, huge. Probably would have had a shot glass overflowing with cum. I was so horny, I proceeded to carefully take the condom off and pour the load all over my face and into my mouth. It felt amazing, like the cherry on top of the sissygasm.

And then I decided to see what would happen if I kept going. So I put the condom back on, somehow without tearing it. And then proceeded to play with my hole some more. I felt spurts that were longer and wetter than my normal spurts. I was shocked that I even had anything left. But when I looked at the condom, I could see the liquid inside was yellow. I was filling it with pee. Eventually I had almost filled the condom completely, it was heavy and expanding on my cage, the yellow liquid sloshing as I continued to pound my g spot and wreck my hole. Then once I got tired and needed to stop, I decided to see what it tasted like. So, just as I had with the first load, I decided to pour the whole load of pee and cum on my face and down my throat. It tasted like you would expect, but it felt absolutely depraved and I fucking loved it.

Anyway, I highly recommend playing with condoms. It’s a lot of fun. I know I’ll be doing it again.

Une femme trans m’as contacté aujourd'hui sur grindr, je l’ai rejoint chez elle. Là elle m'accueille a la porte moitié nue et je pouvais voir sa grosse érections à travers son jogging. Je pose mes affaires puis on commence à s'embrasser et se toucher, puis ensuite on vas dans la chambre. On se déshabille et je me met à genoux pour commencer à la sucer, après un petit moment elle me met sur le côté, enfile une capote et commence a me mettre un doigt dans le cul avec du lubrifiant. Elle commence à essayer de rentrer mais elle était énorme, ca fait un peu mal mais au bout d’un moment je commence a me détendre et elle y vas plus fort. Je finis sur le ventre à gemir pendant qu’elle continue d’y aller plus fort jusqu'à ce qu’elle jouisses. Après on c’est rhabiller, on as échangé nos contacts et je suis repartie.

Before I start, I’d like to clarify that just like with sissies, this also exists on a big gray scale, and I completely understand that everyone’s mind and reasons are different. My post is more directed at those Daddies who have a particular taste for femininity above anything else.

A while ago I was talking with a Dom who was telling me a bit about his experience with sissies, and during that conversation he also mentioned that besides sissies, he loves fucking women too, because what really turns him on is femininity itself. He said he doesn’t click with sissies who aren’t feminine or don’t have a feminine appearance… and that’s where my question came in. I’d love to hear more points of view from other similar Doms…

If you love femininity so much, why not just focus on women? I mean, they literally already have everything you’re looking for. What is it that you see in sissies, or what turns you on about them, that makes you decide to fuck them?
I know this might sound like a complaint or an attack, but it’s really not. It’s just a genuine curiosity. I consider myself a sissy who loves looking feminine, and I would love for a Daddy who has a taste for the feminine to fuck me and treat me like just another woman… but I can’t stop wondering what attracts them so much about sissies when their main target seems more focused on women.

I hope I’m not offending anyone with this. Like I said, it’s only a doubt and I’d really like to understand better how their dynamic works. From my point of view, I’ve been a sissy my whole life — I’ve never seen myself as the dominant one — and I think that’s why I can’t quite understand how their world works. I mean, I also love the feminine, I adore it! And that was precisely one of the things that pushed me toward wanting to be a sissy… not to fuck them, haha. So I’d really love to read your points of view🥰🥰

Is there a way to tell if your doing it right? I love the feeling, but I couldn’t life with myself if I made my balls infertile. When I did it there were no bruises with no pain afterwards even tho i was going hard.

Hiii! Im starting exploring my femenine side and I was wondering what do daddies look for in a sissy.

What do you like phisically? And in psyche/personality? Any kink you like sissies to have?

For some context, I (M) have been in chastity for 1.5 months and trying to beat me record for longest locked record (2 months) and go locked all the way to December. That part is going well.

Throughout this whole time, I made a habit of playing with my ass when ever I shower. Not for too long but just enough to enjoy the moment (5-10 min).

Most of the time, I pleasure myself and end up peeing.

And today was the same as every other day. I was so in the moment that I wasn't even looking at my cage. After this whole session, I went to clean myself and saw white sticky cum all over my balls.

"Did I just cum? But how!? I didn't feel like I was cuming. I didn't even have that orgasm feeling and the PNC is nowhere to be seen"

Now my question, what happened to me? Did I have a dry orgasm, did I simply leak cum, did I milked myself. I am so confused.

Has this happened to anyone else.

Alright, post-nut clarity is properly wrecking me at the minute. The second I finish I just want to chuck everything in the bin and pretend none of it happened.

Trying to lean into it so it stops hitting so hard every time 😂

We’ve all got one of those moments where it felt unreal while it was happening… then the second you came your brain went “what the hell was that?”

Mine was the night I decided to spit-roast myself with two dildos. Got completely carried away, moaning and talking dirty to myself like I was putting on a show.

Came hard… then the silence hit and I realised my flatmate was in her room and had probably heard every single word.

Wanted the floor to swallow me.

What’s yours? The one that still makes you cringe a bit when you think about it?

So this year i discovered leaking, and from the start I was addicted to it, almost preferring it to cumming normally. Well i’ve been trying to cut back on all things sissy, lifes busy at the moment and it’s hard to lose time to it. Well since then, no matter how much i try not to, i just leak at the first sign or thought of all this. It’s only sissy stuff though, even when trying straight porn etc just doesn’t seem to cause it. Ngl its nice in some ways, but also causes such a mess etc. I just don’t know why i can stop it from happening? I’ve tried cutting stuff out but even then all it takes is a stray thought

So I’ve had this whole week off work due to a cancelled trip at the last minute and I still took the PTO. Since this turned into a staycation on Monday I decided for the next 7 days I was going to line my best sissy life and it’s been the best week ever so far. I’ve had multiple sissygasm my first cumless orgasm, I came so hard that it left me shaking for about 45 mins.

Monday I ordered a ton of new clothes from Amazon, new panties, bras, lingerie, mini skirt crop tops just enough for everyday this week. They came Tuesday morning and it’s been off the races, I’ve been in a routine of waking up immediately plugging my hole then going to the gym with panties under my 5 inch shorts and a sports bra under my shirt. After my legs workout I’d go home shower and bounce on my 7in dildo while I do. After I’d get dressed in whatever outfit I picked for the day (Tuesday was pretty in pink Jean mini skirt and pink tight highs with pink croptop, weds was sports slut rolled up yoga shorts and very thin tank, today was princess in panties, I put on the panties my fat ass looks best in and an oversized tee I love it.

But after breakfast I’d do a hobby until about 12 or 1. At 1 about 4 I’ll ride my bbc dildo and cum as many time as I can before I tap out. I’ll cook dinner for my self and relax for a bit then start fucking myself again around 9 and go until I fall asleep. Today I found my fuck machine and I’ve just been a slut all day and I love it so much. I don’t want to go back to work next week I want to just live this life forever

so for the longest time i’ve been watching sissy hypnos in captions, it started off as just a way to get off, but then i slowly started to get panties, thongs, bras and toys, but i was always scared of getting a cage. i’d also always chicken out and delete grindr right before hooking up with a guy

i decided to finally get a cage for locktober, I found a nice pink one and ordered it. it took me awhile to get it on, but once i did i couldn’t believe i was locked.

the first few days of october i was so horny and tempted to unlock, but i stayed locked up and decided to play with my ass instead. I’ve used dildos before but riding it while cage felt so good, i even came in my cage from it. it. got to a point i couldn’t resist and i finally followed through with a grindr hook up, i stayed caged and dress up and went to his house and i just instinctively got onto my knees once i got there.

i just had to get this off my chest and say chasity really changed my life and helped me accept my role as a permanent sissy

Heyy girls, I have a dilemma and would love to hear your opinions. I've been thinking of going to a sauna that has a gloryhole, but everyone I'm feeling ready to go, I change my mind. A part of me wants to suck cock and maybe get fucked (obviously using condoms for anal), but the other part of me feels like thats not ok.

The big issue isn't what I previously said, instead, the problem is that the gh is about an hour away and im worried that on the journey I chicken out or stop being horny. I know some might be thinking about using a chastity cage, but id have to wait quite a while for one if I was to get one (no store nearby sells one).

I've been before to a gh and I had an amazing time. I sucked a few cocks and even shared a stall with a guy (he played with me as i sucked cocks, but didnt fuck me). The main reason I want to go to one is because I feel i might have missed out by not getting fucked (and making a guy cum... yeah I chickend out when one was about to burst and the other guy had to finish him).

In short, if you where in my shoes, what would you do?

Hi everybody.

Im being into the sissy fetish for about 12 years or so. Sometimes more into it somestimes less.

But I mostly 'played' with myself.

I had 4 encounters, they were fun, but really on a beginner level.

Im bi, straight in real life and i have a family.

Married for many years and im really happy about that.

But my sexlife is non existing.

Our libido's are very different, sex isnt a priority of hers.

Neither do i think its the most important thing in life, but I do find it hard to live without.

I masturbated a lot, but that got less.

I seem to not enjoy it as much as i did.

I feel like im longing to a real physical connection.

Not just as a sissy, but just being sexual with someone.

Offcourse its my family situation thats really stopping me from meeting up with someone.

Im really happy about the part of my life that isnt about sex.

But it feels inevitable that someday i meet up with someone.

Pfff, i don't really have a question, maybe im just looking for advice or another view on my situation.

Im a social guy with good friends, but im feeling very lonely in my sexuality. Its getting hard and its probably the one thing im questioning most in my life right now.

Thanks for listening/reading.

This is going to sound silly, but does anyone else feel like they have the life of a fictional sleeper agent? That there are two sides of you: the life you normally present, and then the sissy side that can be triggered at a moment’s notice. I feel as if after years of sissy hypo, captions, porn, self-exploration, cross-dressing, etc. I’ve created this alternate personality that’s hidden inside but can be activated by a multitude of triggers. I can go about my normal daily life, but dare I hear or see something that makes me think of my sissy side, I can’t help but get it off my mind until I let her out.

I guess the question there is then is it truly brainwashing if I’ve done it to myself and wish it went even deeper? Installing triggers whether on purpose or accident and helplessly awaiting them as if it were permission to be who I really feel. Is the sissy me the real me? The longing for a Daddy who’d push me deeper and break me, unleashing the real me, the sissy me.

I decided to go all in being a sissy!!! I bought some panties more thigh high stockings, a wig, heels, lingerie, Chasity cage and a new njoy pure wand to try and get a sissygasm! Currently don’t know what to do for make up Iv never done make before. But soon once I have everything I will be posting!!! I need to get back in shape though I’m not as skinny as I used to be but will do my best to look as sexy as I can be!

I've had an inverted flat cage for a little while, but every time I tried to wear it I couldn't get my clit to push in enough to lock it on. It didn't help that the idea of completely making my clit disappear inside was so fucking hot that I would start getting erect trying to do it.

But last night I put the chastity ring on and then spent 30+ minutes putting on makeup. When I was done, my clit shrunk down to a manageable size and I was able to push it all the way in and lock it in place. OMG what an incredible feeling, and it was super comfortable! 💕💗💞 I was so proud of myself for finally getting my inverted cage on. I love the feeling of being so secure and reducing it to the size of a clit with just the tip of the head exposed. Taking it off is also super hot, especially after cumming in it. My clit is completely soaked in sissy juice so it's a slippery mess and watching it come out from inside of me as I pull the negative chastity off is so visually pleasing. Needless to say I'm hooked! 💖💖💖

For some this may lead to uncovering of their true gender, for some it may solidify their birth gender and be limited to a kink.

I wanted to know about those who started out and over time began questioning, but haven't resolved it yet. How do you feel about it?

Like, in my example, I know that because I don't feel like a girl outside of this kink, I may not be trans. But when I'm talking to a really attractive guy over a period of time, I begin feeling it. Thinking of getting breasts, attention going more to nipples and bussy, cumming with cock tucked in between thighs, stroking it how girls rub their pussies, wanting to do specific exercises for a more femme build, etc. Earlier on it was just sex, now I want to be emotionally close to a man and relate to him in a feminine way.

I would never want bottom surgery (because it adds to the humiliation)... but there are so many things that would fall in the typical transitioning zone. So it becomes really confusing.

Would appreciate your thoughts, looking forward to hearing from others with similar experiences.

I would’ve tried this so much sooner if I knew it was a thing, normal wigs that just slip on and off are great but for me at least they just didn’t feel that real and more like a cosplay I guess?

my parents are away for 3 days so I ordered a wig installation kit, took a while to put on but WOW, it’s literally like it’s my hair, such a strange feeling, you can style it however you want, there’s a real hairline for the wig it’s just such a crazy feeling.

did my makeup and have never felt so feminine 😩

If anyone wants to see more than happy to show <3

For me being a sissy is purely a sexual kink/preference. I have no interest in making permanent changes to my body, like surgeries or taking hrt, over this. I just like to dress up girly and do anal play on some nights. Maybe in the future I could try it with someone together but that’s a question for the future. Currently it’s basically a form of masturbation. That is also why I will keep my sissy side to myself and not tell about it to anyone close to me.

Does a community for likeminded sissies exist? Most of the subreddits are full with transgender content and hrt advocating which is fine if you are looking to transform yourself but for me it’s not something that I can take inspiration from. What I’m looking for is pretty much like r/femboys4real but for sissies. Something where I could take realistic inspiration from and set achievable goals.