This is not what I expected but here goes.

I’ve been with my wife for a decade and known her bestfriend for the same amount of time. My wife is physical is my type, 5ft, voluptuous and curvy. Her bestfriend is the complete opposite being 6ft, A cups and model thin petite. I never was into her or saw her in any other way than my wife’s bestfriend.

My wife does a demanding job and her best friends husband does late shifts in medical field so that means we get a lot of alone time doing activities because our partners are just exhausted and drained.

We go exercise together and she wears skin tight shorts and micro sports bras that don’t leave much to the imagination and always has hair in braids. She’s usually a quiet person that is passive and soft spoken. Most times when we hug I feel her body far too close to my crotch that I’m somehow rubbing her thigh. We would watch movies together and she’d find ways to touch my shoulders or graze my thighs, I reciprocate out of courtesy. There’... continue reading

Lera showed up at our apartment doorway late at night. Her eyes were tear-stained, her mascara smeared across her cheeks, and she was carrying the smallest duffel bag I'd ever seen. She and my friend Anton had had another huge fight, and she couldn't think of anything better to do than come over—she knew Anton was on a bender and spending the night away from home. My girlfriend was visiting her parents, so I had the apartment to myself. We drank tea in the kitchen, talking about the worthlessness of men in general and Anton in particular, and I caught myself staring at her knees, clad in thin nylon. I'd never had any thoughts about Lera. Seriously. Until that night, I'd simply seen her as a friend's girlfriend, attractive but forbidden. But now, as she sat across from me in a light housedress she'd clearly thrown on in a hurry, her body wrapped helplessly in a blanket, something dark and viscous began to brew inside me. I imagined lifting that dress, squeezin... continue reading

This evening takes place during the summer after my freshman year of college. This was the first time I found myself in a situation like it and I quickly discovered I love taking things that are not mine. I have removed all names, everything else is accurate to my memory except for a few conversational details.

I (19M) was laying in bed late one night in my one bedroom apartment trying to sleep when my phone rings. No one calls me, especially this late. I immediately sit up and see who it is. I check their name but there isn’t one. Whoever is calling, I don’t have them in my contacts. I silence the call and lay back down, trying to sleep again.

My phone rings again and I start to think it might actually be important. I pick up my phone again and answer with a sleepy, “Hello?”

“Please help me,” in a trembling female voice is all I hear before whoever it is starts bawling. As you can imagine, hearing that randomly late at night freaked the hell out of me. I sat straight up in bed and... continue reading

I was in my hometown for my cousin’s wedding. I had a lot going on at the office so it was a quick trip- flew in Friday and hung out w my brother and his girlfriend, brunch w my parents on Saturday and then the rehearsal dinner, and the wedding was to be Sunday afternoon at the botanical garden.

One of my best childhood friends, Zoe, still lived in my hometown. Zoe is 3 years older than me and in that sense was always my older, cooler friend. We had a lot of very good mutual friends and hung out a lot in the summers.

We became especially close while I was in college; she lived close to the university that I attended at the time and we took road trips, drank beers, went camping etc. Over the years that we spent hanging out, both of us had a number of a significant others and so we were never really romantically involved (save for a drunk make out session one night in NYC).

I let Zoe know I’d be in town for the wedding and we decided we should hang out if our schedules aligned. We... continue reading

He never imagined making house calls. But private practice dictated its own rules. Patients with money wanted comfort, privacy, and complete confidentiality. It was more peaceful for everyone. The only thing he firmly resolved for himself was no liberties. Under any circumstances. Examination, consultation, appointments—and goodbye. She scheduled an online appointment a week ago. She filled out the form as standard: routine checkup, twenty-four years old, no complaints. The voice on the other end of the line was young and slightly agitated. And there he stands at the door of her apartment with a medical kit. The door opens almost immediately. A short, red-haired girl with curls spilling over her shoulders stands before him. Her green eyes look at him with curiosity and poorly concealed embarrassment. She's wearing a light, champagne-colored silk robe, cinched at the waist with a belt. Beneath it, something decidedly more elegant than her usual lingerie is visible. “Come in, Doct... continue reading

I was halfway through a bowl of cereal and a mindless scroll of Instagram when my phone started buzzing. The contact photo was Rachel’s, my girlfriend. I thumbed to answer, still chewing.

“Hey babe,” I said, slouching further into the kitchen chair.

“Marc! Can you do me a huge favor?”

“Of course. What’s up?”

“So, I’m at the mall with Kelly. My mom’s, like, totally on her own today and she bought this new couch? Except the delivery guys only left it in the driveway and she has no one to help drag it in. Can you swing by and help her?”

Rachel’s mom. That should have set off my internal alarm system, but it didn’t. Instead, I felt the low, humming thrum of anticipation in my balls. “Yeah, no problem,” I said. “What time?”

“She’s home now. Can you head over soon?” There was a weird pause. “She says she’ll owe you, like, a pie or something.”

“I’m on it,” I said, probably a little too fast. “Tell your mom I’m on my way.”

Rachel squealed her thanks and hung up before I could say anyth... continue reading

A few years ago, post-COVID, Vegas was exploding with pent-up energy, and I was right there with it. I’d drive from LA every few months to blow off steam at the poker tables and enjoy the vibe of being around actual people after being locked in for a couple of years. This trip, I checked into the Cosmopolitan on a Monday, planning to grind $2/5 No Limit next door at the Bellagio by night and work remotely by day.

I hit the tables around 7 PM with $500 of chips, and luck was on my side. I doubled up early with AA cracking KK, pulled off a ballsy bluff, and then slowly grinded my stack up.

Shortly after I sat down, a stunning Japanese woman sat next to me. Mariko (as I later learned) was 27, petite at 5’4”, with sharp almond eyes framed by lush lashes, silky jet-black hair swaying to her shoulders, and an elegant vibe in her cashmere cardigan over a silk blouse and loose black pants hugging her curves just right. She had this refined poise, but damn, her presence lit a spark.

The tab... continue reading

When I was a sophomore, my best friend’s mom saw me naked. His mom was a crazy hot 5’7 Italian woman who spent most of her time at the gym working out and teaching yoga classes. She was recently divorced which led to a lot of guys at my school picking on Anthony. Not a day went by where someone didn’t mention dating his hot ass mom or mentioning how sexy her body was. I was pretty much the only person in his life that didn’t make those types of jokes. This didn’t mean it wasn’t true though. I guess I was just happy to even be around his mom as much as I was. Every time I went over his house, his mom was wearing the tightest clothing ever. I’d try my best not to stare but it was a fight I’d lose quite often. This brings me back to the day I slept over and his mom caught me with my pants down.

We had been gaming and eating junk food all night. Around 2 am Anthony and I passed out in his basement. I woke up around 4am having to take a piss. I didn’t like using the bathroom in his basemen... continue reading

i stayed over at josie (my best friend) and josh's (her bf) last night which is a thing that happens now pretty often, i have a side of their bed basically, and we'd all gone to sleep normal, like actually asleep, i had on one of josh's tshirts and nothing else and i'd brushed my teeth and everything, very domestic, and the last thing i remember thinking before i went out was that josie's sheets are way nicer than mine and i should ask her where they're from

so that's the headspace i was in. sheets. not anything else. sheets.

i woke up to josh's hand on my hip and his cock already pressing into me from behind, slow, like he'd been working it in while i was still half under, and for a second my brain was just static and then it caught up and went oh. this. we'd talked about this. it's not the first time. there's a whole agreement about it, i told them months ago they could wake me up however they wanted and i meant it and i keep meaning it, but knowing it's allowed and waking up actua... continue reading

Denis had gotten drunk again. No, it wasn't even offensive—it was somehow dull and familiar, like the creak of a cracked veranda door, the kind you hear every day and no longer notice. But today, that creak was the end of me. We'd only been at the dacha for three days, and I was dreaming of at least a little break from the city, but by lunchtime he'd already coaxed a bottle of cognac "for the shashlik" and by evening he was sprawled out in our summer bedroom, arms spread out, snoring rhythmically. He hadn't even properly undressed. I sat on the porch, smoking—I'd actually quit a year ago, but now I'd borrowed a pack from him—and watched the first streetlights flicker on over the neighboring property. A dull resentment throbbed in my neck. Thirty-six years old, and I was living with a man who preferred the bottle to me. The thought made me so bitter that I stood up abruptly, threw a light summer dress over my naked body, and went out the gate. Just to... continue reading

i stayed over at josie (my best friend) and josh's (her bf) last night which is a thing that happens now pretty often, i have a side of their bed basically, and we'd all gone to sleep normal, like actually asleep, i had on one of josh's tshirts and nothing else and i'd brushed my teeth and everything, very domestic, and the last thing i remember thinking before i went out was that josie's sheets are way nicer than mine and i should ask her where they're from

so that's the headspace i was in. sheets. not anything else. sheets.

i woke up to josh's hand on my hip and his cock already pressing into me from behind, slow, like he'd been working it in while i was still half under, and for a second my brain was just static and then it caught up and went oh. this. we'd talked about this. it's not the first time. there's a whole agreement about it, i told them months ago they could wake me up however they wanted and i meant it and i keep meaning it, but knowing it's allowed and waking up actua... continue reading

I have been many times as a nude model at art class when I was studying arts. I even got paid for posing nude. Most of  the time it was easy, all the painters were experienced and most years older than me. It was easy money just to do a few poses and they painted or drew. I like being naked and it was natural for all.

One time didn't go as expected. At that specific class all painters were quite the beginning of their art studies. Most of them had never painted live models and especially nude models, I think some of them had never seen nude male. All of them were girls, much younger than me.

All started fine, I got on the platform and threw my robe away. I got the first pose and I heard giggles all around me. I was thinking: I'm professional, I can handle this. I should have looked somewhere in the distance, but no I looked right at a couple of girls in front of me. Both were staring right at my crotch, I felt a little twitch in my cock. I tried to save the situation and looked away... continue reading

Im on the dating apps as the wife and I are swingers. We both scroll through to find fuck buddies or couples. We dont share our faces on there as to not out who we are until we trust others.

Well, I was scrolling one night and found an older woman who didnt show her face on the pics. But her tits were huge and eraser nipples poking out were very sexy. There were a few pics of her body. Her nice round ass. You could tell she has some weight on her. Not bad for pushing 60. One Pic even had a cumshot all over her chin and breasts, i was intrigued.

So, I liked her profile and messaged her letting her know I think shes sexy and would love to meet up sometime for a drink or lunch to see if we mesh alright. She responded pretty quickly letting me know she looked at my pics and really likes what she sees.

We conversated about why we joined the Lifestyle and what turns us on. Her favorite thing she loves to do is go to glory holes and suck random guys off. That is a huge turn on for me. Ive... continue reading

Back when I was in college one of the first people I met was this girl named Abby, we met during orientation and hit it off extremely well, but I came into college with a girlfriend so nothing happened. Over time I can realize that is definitely for the best as we have stayed close to this day and throughout all of college I wasn't closer with anyone. Abby had an extremely close friend Carmen who went to school a few states over, and I had briefly met as we converged to help Abby get over a breakup, but other than that I only heard about her in stories. Flash forward to the summer before my senior year, I was finally single after being in a relationship throughout all of college, and Abby says we should take a road trip to go to a concert with Carmen right before school starts back up. I am not a big concert person, but I love spending time with Abby so I agree to drive (I have a car) and spend the weekend away.

At this point I think truly nothing of it, just excited to get away fo... continue reading

I’ll start by saying, my wife has never been shy about the fact she’d fuck a chick. Like ever. If she ever caught me looking at another woman her response would usually be “I’d fuck her too” She could probably fuck most of them too. 42 years old with the body of a 25 year old girl. Beautiful blonde hair, and hand crafted tits if you know what I mean.

On night on a random Tuesday in, she got a text from her best friend Allie in total crisis mode.

Something about being stood up on a tinder date. Naturally my girlfriend told her to get her ass over here and get some company.

Allie was a good looking chick for 35. She was 5’7, tan and thin with wavy dirty blonde hair and bangs. She showed up dressed for a tinder date. A tight snake skin leather mini skirt, and a black tank top giving any straight guy something to think about in the shower. Her tan things seemly never ending until they reached the short hem of her glistening skirt.

She came in and immediately they set off to finish... continue reading

It was that special time of September when summer still warms your shoulders, but the air is already filled with a piquant autumn chill. I sat on a bench in the old park, my legs crossed, scrolling through my phone feed. My skirt had ridden up a bit, revealing my tanned knees, but I didn't care—there wasn't a soul around. Or almost a soul. He appeared somehow unnoticed. Tall, wearing a light shirt with rolled-up sleeves, holding a book. He sat down on the bench next to me. I didn't pay attention at first, until I caught his gaze—not insolent, not undressing, but rather... scrutinizing. With the interest of an artist who has seen something curious. I chuckled to myself: "Well, well, come on." And he came over. He asked something about the park, about whether he would be in the way. One word led to another, and now we were strolling along a shady alley, his hand constantly touching my elbow. The leaves rustled around us, and the air smelled of rotten grass and, for... continue reading

Hi everyone. Huge update here, gonna jump right in. If you haven’t read my first two stories, definitely check those out in my profile. **As always, everyone is over the age of 18.**

On my last post, you guys offered a lot of advice and a lot of tough love. And you were right: clearly Bri was trying to start something, and it’d be a huge mistake to ignore it any longer. Now it was my turn to make a move. So, determined not to make her wait, I sent her a text Sunday morning.

I asked if she was free to hang later, and she said she was. Normally we would go to one of our houses, but for obvious reasons, I preferred not to have any parents around. So I offered to pick her up and go get some food instead. It’s stupid, but my heart was pounding the whole conversation. Part of me hoped I wasn’t being too obvious, while the other hoped she knew exactly what I was getting at. She texted back and said that sounded great.

Later that night I picked her up and we went to the Wendy’s drive throug... continue reading

I am a female (23) and I am obsessed with watching guys cum. I love to see cum just start shooting out of a penis. I think it’s the power aspect of knowing I am the reason that’s happening. There’s also something sexy about making a big mess too. Especially when it gets on themselves, like it just feels so good to them that they are willing to cum all over themselves. I also like when they cum prematurely too. It’s so hot when you can tell they are trying to hold it in but they just can’t any longer and they explode.

That being said I have a fetish for giving handjobs. I like blowjobs too but I usually like to finish them off with my hand so I can watch them pop. It’s so hot seeing there penis all erect and oiled up as I stroke it up and down. I usually either try to make them cum really fast or I edge and tease them forever until there is an eruption of cum.

I think this all began with my first boyfriend who would cum like a fountain whenever I would jerk him off. I still remember... continue reading

I promise this story is true, and it was so unexpected that I've been dying to tell someone but none of my friends know that I frequent these kinds of massage parlors (which are illegal where I live) so I guess reddit is going to hear it!

I've been to a few Thai massage parlors that offer happy endings / extras / whatever you want to call them. The first time was a complete accident - I just genuinely wanted a massage and suddenly the therapist was "accidentally" brushing my crotch during the massage. She would just softly brush against my bulge and then move her hands away, over and over throughout the massage. She teased me so much that by the time she asked me to turn over and offered a happy ending, I practically begged for it. After that, I was hooked! I started frequenting one particular parlor every couple of months.

The most recent time, it was a new girl that I hadn't seen before. She was younger than the other staff, and she was in good shape - she had a small bust but a ni... continue reading

**Everyone in this story is 18 years old.**

First off, thanks to everyone for their comments on my last post! You guys gave me a lot to think about

A lot of you encouraged me to pursue a sexual relationship with Brianna, which I guess makes sense since this is Gonewildstories. I’ve been a fan of this sub for a while, and was really excited to finally have a story worth sharing . I guess if I wanted something more objective, I should’ve posted on a relationship advice sub haha.

Since that night, I started thinking about Bri in a way that I hadn’t before. After all she is attractive, single, and we get along great. On paper there’s no reason that I shouldn’t be interested in her, it’s really just our past that complicates things in my head. And the consequences of handling the situation wrong made me nervous to fully try.

So I’m embarrassed to say, but I did chicken out a little. Even though you all agreed she was into me, I just couldn’t wrap my brain around it. We’ve known each o... continue reading