Gay Archives — Page 219 of 282 — NSFW story

My journey to wanna be sissy cumslut 28[MM]

I had always been curious about having sex with another man in my younger years, to be honest. I was straight and mostly thought about women, but I occasionally had fantasies about what it would be like to try gay sex. One day, it happened with my friend Brian.

I have to preface all this by saying that I’ve always been very effeminate in appearance. I have long brown hair that’s very soft to the touch, big green eyes, and full lips. I was mistaken for a girl many, many times in my youth.

I don’t fully recall how it came up. We’d been smoking a joint together and Brian was complaining about how long it’d been since he’d hooked up with a girl. Somehow, we started talking about whether either of us would be open to experimenting sexually with another man. I could feel myself blush a little as we talked about it, perhaps giving myself away. He suggested that maybe we could give each other blowjobs, so long as we kept it our secret. I was hesitant, but curiosity overtook me and I agreed. We both stripped naked and proceeded to give each other head. Read more »

Seduced by mom host mom while studying abroad: part 3 [MF]

Part 1 at least is an obligatory read: https://www.reddit.com/r/gonewildstories/comments/9re9h8/seduced_by_my_host_mom_while_studying_abroad_mf/

Also, for the purpose of telling this story, I changed our names: Mike (me), and Mary (her).

Mary loved anal sex. There was zero doubt about that. Being as into porn as any teenaged boy, I knew what sex toys were out there way before I had access to them… in Europe, they’re a lot easier to get. I had an idea and went for it.

It was a Thursday afternoon. I walked into the sex shop farthest from our apartment in search of a butt plug. That was fucking nerve wracking as a young adult. I was paranoid someone would see me (the city wasn’t that big, and back then there weren’t many foreigners). I found one – it was clear, and not too big, not too small. It was still pretty damn thick, and a lot thicker than any other I’ve used with women since. I gave the attendant his euros, stuffed it into my bag, and hopped onto the bus back home. I actually ran into a classmate on the sidewalk by the sex shop, and I’m pretty sure she could tell was was spooked when I saw her. Read more »

I [f]inally got to have sex with my [f]wb

I’ve been thinking about writing this story down, but it’s my first time writing something like this, so please do not expect too much. Next, there will be a lot of build up, since this is quite a long story, and the sexy part is quite short, I’m afraid – I’m sorry. But you know, maybe, in the future… If that’s all you’re here for, you have to stick up with me, because I’m not gonna put any stars or text indicating where it starts.

To begin with a little background: the names in this piece are made up. When I was thinking about writing this down, I though of the name Sam (on which my name is based, which is a throwaway for obvious reasons, or at least for only posting on this sub). The name Sam just fits her. She’s about 6’5″, we both are. She has a piercing and some tats and is curvy, with very, very nice boobs. I’m more slim build, with very small boobs, but apperently she liked it. Read more »

[FM] Interracial Vacation Hookup? Yes Please

When I woke up Friday morning in my DC hotel room, everything came back to me about what happened the night before.

About how I had gone to a night club, wearing black chucks, well fitted blue jeans, my black “don’t mess with Texas” T shirt, and a gay pride hat backward on my head holding my long brown hair behind my ears. There was also small diamond earrings, left nostril gold nose ring, and a thin gold chain necklace.

All that on my 25 year old slender 5’9″ body with toned muscles, B cup tits, and a six pack. Tight waist with a squat tastic booty. Definitely a tomboy but still hot in a feminine way. Blue eyes, kinda off-pale skin.

I remembered dancing with a few guys and girls, until grinding with one that caught my attention. A black guy, several inches taller than me, firm muscles, and I could tell his semi-hard cock was well sized. We’ll call him Ray, and he seemed around me age. He also had a tight fade and a pencil goatee, and was quite handsome with a warm smile. Read more »

[FF] They say you never forget your [F]irst time (Long)

I’ve been a longtime lurker of this sub and let me say some you all are amazing writers! I’ve thought about submitting for awhile and I figured since I was asked this in PM the other day that it’d be worth sharing more publicly. I’ll warn you that I’ve never been criticized for being overly pithy. I’ll try to indicate where the juicy bits start somehow below if you’re not interested in the backstory…

Despite knowing that I was attracted to both girls and guys at a young age, I kept this to myself for the majority of my life. I come from a very conservative family, so I’m still not really “out” as bi, *per se*, only a few people (plus now all of Reddit, I guess) know. In college, I experimented sexually with boys, but it was also the first time I had an experience with another girl. Before I get too much further, I guess you’d like to know what I look like. I’m quite tall – 5’11” to be exact, with brown hair and green eyes. I’m a little curvier now than I was in college but still have a small waist and big hips – my ass has always been my selling point as my boobs are small. Read more »

Fun with my slutty friend [MF]

Becky was our school slut in high school. Rumors were all throughout the school and I always thought most were started by her.

We became friends somehow senior year and continued after we graduated. I went out of state for college. She stayed back home doing what I don’t remember.

She was maybe 5’2”, hourglass figure with massive D cups that fit her frame with her wide hips. She may not have been the prettiest girl in school her body just said “come fuck me”. I was tall, thin and everything you think of when you think geeky guy trying to be cool.

Our friendship I think was something of a pet project for her. I was her gay friend that she knew wasn’t gay. She loved teasing me. She would sit on my lap and grind into me and comment how I felt. She would try on bikinis in front of me and ask my opinion. I was a shy kid with limited experience and I think she liked the reaction.

She also would go into great detail of her sex life both past and current. Which turned me on admittedly. But looking back made me realize some of the stories were hopefully exaggeration or maybe authorities should have been called. Read more »

NSFW A Tinder date, with an unexpected twist [FMM]

She was a dirty girl with an insatiable sexual appetite. Men, women, didn’t matter. All were welcome to the bed (or kitchen table, sofa, floor…..), as long as they were ready to get pleasured.

One night, lonely in the hotel room where she had been staying the past few nights, she opened up the dreaded app – Tinder! Flipping through the numerous faces, she found herself a match! After a quick chat, it turned out he was staying at the hotel a few streets down, also away from home on business.

Chatting continued late into the night, and they agreed to meet the next day. A few hours before the meeting time, he sent her a message indicating he’d be bringing a friend. She wasn’t sure what that meant: did he have second thoughts about hooking up? Was he afraid of her and needing backup? She debated not showing up to the rendez-vous.

As 8pm rolled around, she threw caution to the wind, and they met in-person for the first time at her hotel’s bar lounge. The two men were wearing dress shirts and jeans that were just tight enough to show off what’s important. They were both well-groomed and looking damn good!! She arrived in skinny jeans and a semi-sheer blouse, showing just enough braline to draw the eye to her wonderful D-cups! Read more »