Category: gonewildstories

A wild weekend, my first orgy

I’m from NY, but I’m on vacation from work for the winter and I’m crashing in Orlando with an ex girlfriend of mine. We’ve always talked about the idea of going to a swingers event or seeking out another couple, but nothing ever came of it. The closest we got was bringing it up with another couple at the after party for the No Pants Subway Ride, but it ended up being just each couple fucking in separate bathroom stalls.

We’ve always stayed close and since she’s moved here, she’s met some friends in Tampa, 2 girls and 2 guys, all of whom she’s fooled around with both individually and in a group. It sounded so hot and I always asked her to call me while she’s in the middle of it so I could hear, or take pictures or video or something, but it never happened.

So finally come the slow season at my job, I decided to take the winter off and come stay with her for a few weeks (going on 3 months now, but whatever). The first weekend we went to stay with her friends in Tampa, the one girl was sick so nothing really went on. But the next weekend, WOW! Read more »

Happy New Years – The True Story of [M]y Reluctant [F]irst [Bi] Experience: Part II – [MMF] [Long] [Very Long]

PART II:

Midnight came and went in a flurry of platonic kisses and cheap champagne. I managed to avoid Ashley completely, but was sure that the reprieve wouldn’t last long, as she remained determined.

The night had become quite awkward for me because I couldn’t interact with 1/3 of the party. I had to avoid Ashley as she would quickly re-ensorcell me and force me to do whatever she wanted. I couldn’t face Dylan due to the immense guilt over what had already transpired with his girlfriend (not to mention how unbelievably hot it was). I definitely couldn’t look Kyle in the eyes after getting caught drooling over his cock in the hallway, which was still surprising me as to how much I liked it. My mind was racing: Why did I do that? Why couldn’t I stop thinking about it?

I was starting to worry about how this night was going to end and how these events would forever change my relationships with several of my friends. I decided that the best course of action was to double down on my previous goal of getting shit-faced bombed. I proceeded down a long road of tequila, jägerbombs, bong rips and shot-gunned beers. Eventually, I stopped drinking long enough to step outside for a solitary smoke. I was on the deck looking through a window at the party and taking inventory of who was still awake and who was down for the night. Read more »

A first kiss for both of us (F/F)

I’ve been curious about experimenting with a girl for some time now, but beyond talking to a few people online the opportunity has never arisen, and I’ve never been too sure where to start in comparison to meeting guys to be honest.

However, this week and a moment of boredom taking a look at what nonsense people were posting on YikYak let to me finding a post that more than caught my eye – a bi-curious girl who was only in town for a couple of days, looking to kiss a girl for the first time. Sceptical, I replied nonetheless, and she soon came back and we swapped details to chat elsewhere.

She was a year older than me, visiting friends at university here for a week, but was leaving London in a couple of days. We went on to trade pictures and prove we were both who we said we were, and she was very attractive to me – Arab in origin, a little shorter than me, slim with lovely eyes and long, brown and slightly curly hair. We ended up spending the entire evening chatting and got on wonderfully, so we started to firm up arrangements to meet. Read more »

Looking back at it, the way I lost my virginity feels like something out of a comedy movie. [28M]

My first time having sex is something almost out of a comedy movie. The details are a tiny bit hazy because it was so long ago, but I just remember anything that could have possibly gone wrong did.

I was 17, started out with making out, then I moved on to using my fingers, then it seemed like we were ready. I tried to put it in, but I was struggling to figure out where it was at. So she began to assist me. When she started putting it closer to her, something made me think that it was already in (probably touching her hand and her thigh at the same time), so I slowly started thrusting into nothing. Realizing that it wasn’t what I thought it was, I stopped, and she actually put it in. As a result of my anxiety, I think I lasted maybe 10 seconds, and didn’t manage to pull out in time. So not only was it a trainwreck in terms of my first time having sex, it also turned out to be my first pregnancy scare for a few weeks at the same exact time!
Needless to say, I had a chance to redeem myself. It wasn’t anything near perfect, but it got better with each time. Then with each girl, it got better and I started hearing how good our sex is. Now over 10 years later, its really funny to me. It sort of feels like a scene from a comedy. Gotta start somewhere I guess.

Happy New Years – The True Story of [M]y Reluctant [F]irst [Bi] Experience: Part I – [MMF] [Long] [Very Long]

PROLOGUE:
Please be kind as it’s my first attempt at writing. This a true story that happened to me years ago. I’ve tried to recall as much detail as I remember, but there was plenty of alcohol and marijuana involved, so it’s still a little hazy. I’m not sure how many parts this will be, but more than likely this will be a long, long story. Please let me know what you think.

PART I:
It was New Year’s Eve and a group of 9 of us were driving to our friend Rob’s remote cottage up North. There were 3 couples (all M/F) and 3 single guys (myself included), so I had already resigned myself to the fact that I would not be getting lucky this New Year’s. Instead I decided that my goal was to get absolutely annihilated on beer, liquor and pot.

Upon arriving at the cottage, the bedrooms were immediately claimed by all the couples. The single guys were relegated to either one doorless room of bunk beds or a basement room with a couch. I opted for the couch, so that I could have some privacy when I passed out and maybe have a drunken wank at the end of the night. Read more »

3 Nights in Vegas (Night #2)

The three of us were laying by the pool at the Bellagio. I’m the dirty blonde, curvy girl, Sarah. My best friend Samantha is the brunette, model type, and Kasi is the tan, cute girl with black hair and thin body.

It was 100 degrees and the big pool was packed with people. We were talking about sex with Tyler and wondering how tonight was going to go. We thought it would be hot for us to do a foursome with a hot guy. We debated on a few guys at the pool…two guys hit on us as we were coming out of the pool, but they were not really our type.

 

Kasi was on Tinder and she said “Ooh, what about this guy….” She already matched him and asked us if she should message him. We all agreed he looked hot and was nearby, so she messaged him to “Look for 3 hot girls laying out by the big Bellagio pool.”

 

30 minutes later, Kevin showed up. Kasi told him he was overdressed because he was in jeans and a t-shirt. Kevin said “I’d rather hang out with you guys naked than in my swim trunks.” Read more »

[M]e and my [F]WB fucked at her house.

Hi, so, this is my first post, and it was a pretty memorable evening for me and my FWB, who we shall call Kaylee, for discretion’s sake. Basically, we were at her house, and her parents were out. So we decided to drink some leftover Amarula, and things went from there.

So, here’s a bit about myself. My name (on the internet) is the Seacopath. I’m 6 foot 0, fairly muscly, I have blue hair as I’m writing this, but black is my natural hair colour. People always tell me my best feature is my eye colour, which is grey, but as close to silver as you can get. And as for the big question, it’s 8 inches long on full bone.
And now for Kaylee. She’s 5 foot 3, chestnut brown hair, and her eyes are emerald green and gold. I’m not kidding. Beautiful eyes, and her smile could light up the planet for a year. She’s got very nice breasts, I’d say D cup, and an ass that’ll pass for a glimpse at the promised land.

Kaylee and I had been in the city for a while. We’d watched the new Star Wars, and we were still gossiping about the film as I pulled my GT-R up to her house. Read more »

A long flight

I thought I’d share a fun story from a few years ago. While probably not as wild as most stories here, and far from my personal wildest adventures, it’s the sexual event in my life that excites me most to think about. Hopefully I can explain it in a way that makes you understand. Apologies if I ramble.

My girlfriend and I went on a beach holiday to Punta Cana in the Dominican Republic. While we were there, she met a fantastic guy and decided to prolong her trip to spend more time with him. So when departure day came, I was solo. I was dreading about 16 hours of travel ahead of me, and my day started off with an afternoon flight to Paris.

I had some make-up on, but was far from my best. The combination of sunburn, a few long island ice teas the night before, and 10 nights of too little sleep takes a toll on a girl. I was wearing pretty short jean shorts, but nothing else remarkable, a t-shirt from a souvenier shop, flat shoes, and even my hair was up. But sometimes I wonder why I ever get dressed up or try to look hot, because it’s the times I don’t that always seem more likely to awaken fate. Read more »

Making Rey Squirt in a Movie Theater. [m22/f19]

This event happened a couple of months before the convention, but it’s worth mentioning before finishing that story. It’s the story of the first Valentine’s Day that Rey and I spent together, and seems festive enough.

At this point, she and I had literally only known each other for 16 days, and only dated for 10 of them. She’d made mention before that her last ex had moved way too quickly, so I was determined to take it slow with her. At the same time, it was Valentine’s Day, and I didn’t want to come off as a jerk by not doing anything. I told her all of this, and we decided to just enjoy each others’ company on said day and have a super casual date. It later came up in conversation that I’d never done anything sexual in a movie theater, so we decided to have a little kinky fun.

We went to a theater near us that shows movies several months after their initial release for a discount, figuring it’d have a much smaller crowd than a standard theater, and then picked the movie we imaged no one would want to watch. I think it ended up being a movie about a tsunami with Ewan McGregor (The movie, while sad and about true events, ended up being hilariously prophetic), but honestly I wasn’t paying any attention to any of it. Read more »

M(22)/F(21) starting things off with a bang (in the library)

This is a story about me and my first girlfriend, B and our first time together. The good stuff starts at place marked “good stuff.” It was my sophomore year and I was just starting to come out of my shell. High school was an awkward time for me, but I always played sports and always thought about sex. I’m right at 6′, dark brown hair, athletic but slim frame at the time (I’ve put on more muscle since then…at least I like to refer to it as muscle). I was your typical good kid with a dirty teenage boy mind, except that it didn’t go away and still hasn’t. At the time that I met B, I had already lost my virginity (though not long before) and it was awful. Because I was so nervous about putting myself out there, I waited until I had a sure thing and I later learned that I could have done way better. B made me realize that. Read more »