r/gonewildstories • u/jappityjam • 8h ago
I wing-manned so my friend could get laid and it worked out well for me [MF] NSFW
“Bro I am looking good, I am getting laid tonight, there’s no question.” Adam was a friend from college that still came to visit on occasion. He was a pretty boy, full of himself type from New Jersey, a bit much at times, but the kind of friend that was always there for you when you needed him. A statement like this was not out of the norm for his personality, but only landed true 30% of the times we heard it. We clinked our glasses together as the rest of us chuckled and rolled our eyes. “To Adam getting laid, 30% of the time, it works every time” Jay joked with his played out Anchorman line.
The bar was pretty busy tonight. My favorite watering hole on a creek. Live music, chill environment, full of good energy. Adam was more the club type, typical New Jersey type according to his descriptions, but that didn’t exist in Charleston these days, so he’d have to live with cheap beer and socializing. We were getting caught up on recent life and work events when someone realized one of the women in a trio across the bar kept looking our way. “Adam, you might be approaching 100% tonight, that girl has been trying to get your eye for a few minutes now.” Jay explained. Adam’s interest peaked as he looked around like a puppy looking for its owner. His confidence always gave way to desperation as the night went on, so we were a bit relieved that this happened earlier in the night.
“Bro she’s cute! And there’s one for each of us!” Adam’s excitement was hard to hide at this point. “Man, you’re the only one in the prowl, we’ll go over with you, but we are just here for you tonight” I explained with a laugh.
Adam walked over and introduced himself while we waited for the bartender to bring our beers. “He has always been a character” Jay said, “But we love him” I shot back. We joined Adam who introduced us to Emily, the girl who had been eyeing him, and her friends Tori and Amanda. They were all beautiful, well dressed and friendly, but Amanda caught my eye. She was very attractive, short, close to 5’, a little chubby with great curves, curly brown hair, blue eyes, big lips. I introduced myself as Jay got a little squirmy. Jay was in a rocky relationship with someone I tolerated, but never felt was right for him, he just couldn’t let go of her despite the constant fights and phone calls.
We hung out, talking with the girls for about an hour when Jay’s phone buzzed, we knew who it was. “Guys I have to take this” he said with a tired tone. Adam and I continued entertaining the group when Jay came walking back up, “I’m really sorry, I have to head out.” We knew. Another fight was taking place because he was out with friends. The girls excused themselves to go to the restroom as we said goodnight to Jay. “Bro, Emily is so hot, I need a solid, I need you to wingman Amanda for me. I feel like I can land this one tonight” Adam begged. “Land this one? Adam, you’ll never grow up will you” I laughed.
The girls returned seeing us a man down, but must have had a conversation in the ladies room, because Tori excused herself to another group she knew across the bar. Adam and Emily walked over to the railing by the water to talk. “Well, I guess we’ll fend for ourselves then, won’t we?” Amanda joked. “It’s fine, I’ve gotten accustomed to entertaining friends” I joked back. “Well, I hope it’s not too painful for you, I think you’re cute” Emily flirted. I smiled, “I need another beer, would you like something?”
We spent the next few hours talking, laughing, flirting. Clearly a little tipsy, but still in control of herself, Amanda’s hand landed on my thigh, a sly smile on her face. I leaned in and kissed her sexy plump lips. “You want to come to my place?” She asked, sliding her hand further up my thigh.
We ordered an uber back to her place, an old shotgun-style house that had been renovated in to two condos. As Amanda unlocked her door my eyes wandered to her hips, her plump ass, her short legs. She opened the door, turned and grabbed me by the shirt, pulling me inside and shoving her tongue in my mouth at the same time. The door slammed as my hands quickly found her ass. Each cheek was more than a two handfuls and I could feel her tits pressing in to my chest. She turned again and grabbed my hand, leading me quickly to her bedroom. Her place was as well decorated as she was dressed.
She pulled me in to her again, this time my hands slid up under her dress and found her ass again. Her cheeks were cold, but trimmed by lace panties that faded to a satin, soft material. She spun me in a way that forced me to sit on her bed. Our lips, tongues never left each other, but she immediately started unbuttoning my pants. Her small hand reached in and pulled my cock out. “Mmm” she hummed. Dropping to her knees, she pulled my soft cock in to her mouth and started sliding it across her tongue, in and out of her mouth. I got hard pretty quickly, grabbing the back of her hair, but letting her move at her own pace.
She stood up and lifted her dress over her head. Her tanned skin was decorated with black panties, and a matching bra. She reached behind her, wasting no time, and unhooked the bra, letting it fall to the floor as her tits poured out. Full, round C cups, beautiful red areolas the size of a silver dollar dotted with big nipples as big around as my pinky. Fuck they were perfect. I have a love of big nipples, the kind you want to chew on like a piece of bubble gum. She slid her panties down her curvy hips, down her thick thighs, revealing a shaved pussy and a sexy slightly chubby tummy. I was harder than I was when I was in her mouth. Something about a thick girl with a tummy turns me on like the first time you see a pair of tits.
She pulled my shirt off and removed my pants seemingly in one motion it was so fast. She climbed up and straddled me, sinking my cock in to her pussy. She rode me, tits beaming in the light from her bed lamp. I stretched my mouth around her nipples, biting down on them “AHH” she cried with pleasure. She rode like a pro, her pussy wet like a slip n slide, I could feel her juices running down my balls. I grabbed her tummy like a pair of tits and thrust my hips up in to her. “You like chubby girls?” She toyed? “I prefer them” I said, grasping her belly in my hands harder. I slid one hand down to rub her clit while she rode me. Her body was like a drug I couldn’t get enough of. I pawed at her thighs, tits and hips like it was my first time seeing a woman naked.
Amanda climbed off of me, crawling to the middle of her bed, ass in the air on her hands and knees. Her ass cheeks were bright white, lacking the sun kissed tan of the rest of her body. Her cheeks spread open revealing a pretty little pink asshole. I positioned myself behind her and shoved my cock back in to her pussy, her ass bouncing off of my hips with every thrust. My hands latched on to the soft area of her hips, pulling myself in to her harder, deeper. “Fuck, FUCK” she cried out. Unable to resist her little pink hole staring at me, I tested the waters and gave it a light rub with my thumb. “Ohhhh” she moaned. I let spit drip from my mouth down on to her asshole and sunk my thumb in, grabbing her ass crack with the rest of my hand. My cock in her pussy, my thumb in her ass, I knew I was going to cum quickly if I didn’t take a break. I pulled out of her and positioned my head under her pussy, licking her clit. She lowered her hips down on to my face, grinding lightly on my mouth as my tongue explored the length of her clit. I slowly stroked myself while she rubbed her pussy juices all over my face. I was in heaven, but ready to be inside of her again.
I crawled back up and teased the head of my cock against her pussy entrance. “Wrong hole” she begged. I froze, I had heard that before, but I was definitely not lined up to the “wrong hole” like the last time I heard that. Confused, I pulled back and re-aligned myself to her pussy, thinking maybe I touched her ass. “Wrong hole” she demanded this time. I’m a little less confused this time, but more surprised. I lifted my dick and lined it up, resting the head on her asshole. “Get the lube out of my nightstand” she said excitedly.
Never one to not follow a woman’s orders, I retrieved the lube and poured it down the length of my cock, stroking it evenly, then poured a cold dollop on her asshole. With one hand on her hourglass hip, the other holding my cock, I slipped the head in to her ass. “Ohhhh my god” she cried. This wasn’t my first anal, so I knew to go slow, excruciatingly so. Inch by inch I was finally in her ass to my balls. During this process she must have reached down to rub her clit, because I felt her hand cup my balls as I slowly pushed in and out of her asshole. “Fuck my ass” she ordered. Picking up speed, I thrust faster and further in and out, her ass was tight, gripping me hard. Her hand receded back to her clit as I was fully fucking her in the ass. “Fuck, fuck I’m gonna cum” she cried, “OH FUCK, FUUUUCK” she screamed as she came. I didn’t let up, full speed fucking her ass through her orgasm. With one last thrust I buried myself all the way in and came deep inside her, pulling her hips in to me hard. I kept thrusting through my orgasm. With each thrust, my cum slipped out down the length of me. Coming down from a wave of anal ecstasy I pulled out, watching my cum follow, slipping down her pussy lips and dripping on to her bed.
“I never would have guessed that about you” I laughed. “I swear I’ve never done that before, I was just so turned on and felt like such a slut I wanted to try it” she explained. I took your anal virginity??” I questioned. “You definitely did”