I [F] Lost a Bet and Ended up Cum Covered and Photographed

I was in my last year of high school and had broken up with my boyfriend months earlier.

It was the first time in my young life that I was sexually active, but had nobody to help me scratch the itch. I had no idea what I was doing when it came to masturbating back then so as the weeks went by sexual frustration continued to build.

I myself am 5’4, 110lbs. I have raven-black hair past my shoulders, 36DD breasts, although they were not quite that big when the story took place.

None of the boys at school were interesting to me so I tried one of those online dating websites, where I was quickly swamped with all sorts of men. The attention was a nice ego boost, but I lost interest in the site fast. Out of the 100+ messages I received I think I only responded to 3 and only one of them really went anywhere. This guy, Jay, was 29 and recently divorced. He had 2 kids with his ex and said he wasn’t interested in a relationship, but would love to get to know me. It sounded like exactly what I wanted, a no strings attached hookup.

Wild Intimate Party, (pre-Covid).

Wild Intimate Party, (pre-Covid)

This happened in September 2019. We had been planning a fun erotic party for a small group of friends we have made through the years during our travels to Desire Resorts in Mexico. It’s 5 couples of mainly wealthy friends that like to live large and share our erotic fun. Everyone is in their 40’s pretty much. Everyone is super fit, as most are Triathletes or Crossfit athletes which is how we all initially became attracted to each other while in the lifestyle resort. We alternate years when we meet in Mexico and we meet a second time at one of our homes, this was our year to host and boy did we have a fun plan.

We arranged for everyone to travel to our city, (Boca Raton Florida). We had a great first night dinner in Delray Beach and everyone turned in early since some travel from far distances in the US. The next day, we rented a party bus and took the entire group to Haulover Beach for some nude sunbathing, volleyball, drinks and fun. While we were gone, I hired a small crew to clear my living room area and set up massage tables, and put up curtains, (I’ll explain in a second). We live on the main Intracoastal and have large windows facing the ocean in a very large living area with a bar to the side.

[29F] I’m going to ask you to imagine something

Imagine this.

Imagine that you’re part of a friend group, a very close friend group, of two guys and three girls. Now imagine you’ve been close friends for maybe 15 years, since early high school, and imagine that this is just an incredibly normal, though somewhat nerdy and academically successful, group of friends.

Imagine that you’re the shyest, nerdiest guy in the group, and naturally, you’ve grown up maybe fantasizing about any – or all – of the three girls in the group on and off over a long period of friendship. That would be natural, right?

Now imagine you’ve come to be in your late 20s, and you still haven’t had any sexual experience in your life. Every week, you still hang out with your close group of friends, get together and chat, maybe watch something, pretty consistently, every week.

Now imagine one week, you’re going over to one of their houses to do this again, just like you have every week for the last 10-15 years. Nothing at all is out of the ordinary.

college bicurous story. please lmk if you like it and what i should write about next.

blake and ari’s new relationship

Ari was a normal guy. He liked sports. played video games, kept in shape, and had a sexy girlfriend named Blake. They met in high school, and now being at the same college, living in the same dorm complex. Their relationship was going great, hanging out almost everyday since junior year, going on dates, sleeping at each other’s houses. But, Ari wanted to have sex with Blake, and Blake made it clear she wanted to wait till marriage. Ari being a virgin as well made it easy for Blake to convince him that they should wait together. Ari accepted it, as he was a chronic masturbator, jerking and cumming multiple ticks each day when he wasn’t with Blake. He loved to watch porn and stroke all day during the summer when Blake had to work. As they both packed up and moved into their dorms, they were happy that Blake’s was right about Ari’s. Ari’s being on the 5th, and Blake’s being on the top floor, the 6th, made it easy for them to see each other. They couldn’t wait for the year to begin.

Getting-over-her-sex [MF] leads to college group sex [FMF] PART 1 of ?

This is the (part 1 of X) story about my first (and by far the most unexpected) group sex in college. Sexual reading starts under the solid line.

I’m a 5’10 lean-muscle athletic build with green/blue eyes and tanned-olive skin. American by birth but my family is Spanish/French. I’ve been told by girls my best feature is my strong jawline and shit-eating grin but I’ve never eaten shit a day in my life.

I (21M) had just broken up with my girlfriend of 2 years for cheating during a long-distance relationship while we were at separate colleges. She was attractive but very plain in bed and not adventurous at all. Naturally, after trying to get over her in a healthy way, I downloaded tinder during my internship over the summer and happened to match with an ex-girlfriend, Jane (19). We picked back up where we left off and soon realized we were both single with a summer full of possibilities.

The time I came five feet away from my sleeping friends [FM]

Y’all have been the source of like three years of orgasms for me, so I figured it’s about time I paid you back. I’m starting with one of my favorite memories and one of the kinkiest things I’ve done, something that still makes me wet to think about.

I had gone across the country for a festival with a group of my friends, including my boyfriend. We were a group of a few couples and one single person, across two hotel rooms. We ended up with one of the other couples, our close friend for a few years and his girlfriend.
We spent the first few days as you’d expect, drinking in the hotel, partying at the festival, all that stuff. One night, some of us went into the city to go to some bars (including a gay bar where I had some fun, but that’s another story). When we got back late that night, my boyfriend and I were drunk off our asses, and ended up fucking in the bathroom while our friends were asleep (again, maybe for another time!).
The actual story starts the next morning. Here I’ll stop for the obligatory descriptions. I’m a short girl, early 20s, with dyed hair and 34DDD tits. I’m “slim thick” as I’ve been called, big hips and boobs but a small waist, and thighs that could kill a man—or woman. My boyfriend Jake is average height and weight, with dark hair and a beard, as well as a thick 6.5 dick. Anyway, to the interesting stuff.

The time I [M] went to the local adult club with my gf [F] at the time and her friend [F] [Group]

Apologies for the long post. I’ve been wanting to write this one for a while. Definitely the most intense experience I’ve ever had. Background ends at the second line. Fun stuff starts at the third line if you want to start there.

——

So some background context to start off:

I (24 at the time) had been seeing this girl Cara (24) for a few months now. We had the craziest sex life, I definitely hit lottery when I hooked up with her for the first time. She was this 5’4 fit girl with dirty blonde hair and a body to die for. She wore two tattoos on herself and was half Lithuanian and half Canadian. Bomb. I’m not too shabby myself, well tanned, standing over 6 ft and a pretty decent body due to my regular basketball and marathon running obsession. We met on a clubbing night out with mutual friends and hit it off immediately. We started hooking up that night and to my great pleasure I found out a couple of weeks in that she was the more kinky one out of the two of us.

First time skinny dipping [MF]

In 2016 a group of friends and I went to coachella music festival and we decided to get a vacation rental nearby. There were three couples including me and my gf and one other girl thats a friend of our group since highschool. We took full advantage of our rental spending the majority of our time in the pool, needless to say we were all going way to hard (remember its a marathon not a race) and we were basically always drunk or passed out.

On saturday we had morning mimosas by the pool and just hanging out talking about the previous nights shenanigans. The topic of slutty outfits came up and the girls started talking about what they were going to wear. Pretty soon my buddies girlfriend was taking her bikini top and daring the others to do that same. Im pretty sure everyone was drunk or had enough courage to follow suit. In about 30 minutes every girl was topless in the pool, my gf included.

[MFF] unexpected threesome leads to weekend of non stop sex PART 3

Part 2 here -> https://www.reddit.com/r/gonewildstories/comments/jzpj5z/mff_unexpected_threesome_leads_to_a_weekend_of/?utm_source=share&utm_medium=ios_app&utm_name=iossmf

{Apologies for the delay, I have been trying to write this with all the appropriate detail. Every time we revisit this adventure we get in the mood and make love to the incident.}

**LONG**

I was 19 [M] and thought my anal dream had come true but was actually hers 18 [F] [MF]

It’s long but I love a good back story.

All through my high school years I had a lot of friends. Not just acquaintances but life long friends and mostly girls I might add. Being a bit of a mummy’s boy growing up, I always found it an extremely easy task to talk to women then I did men. This resulted in me floating between tight nit groups; mostly girls, befriending nearly anyone I could.

I copped a fair bit of ridicule for this daily. Getting called gay, a faggot and what ever other “original” name they could come up with to try and hurt me. But I didn’t care, I was playing the long game not the short.

We graduated high school and although most of the girls sort of split from my main group of friends, the boys seemed to it hold together. Drinking, partying and hanging out was a frequent and regular occurrence on the weekends and this is where the girls in high school; from other social groups, noticed a vacancy due to original girls departing. They promptly asked if they could join in on our house party’s, in which we quickly obliged, growing our parting notoriety even further.