Category: gonewildstories

A night in, a threesome, and finally fucking my friend [MFF]

This takes place during my senior year of college and is pretty fucking memorable. Nothing like this had ever happened before. If you want to see my previous stories about a summer fling in D.C., check them out [here](https://www.reddit.com/r/gonewildstories/comments/60saa9/fucking_my_southern_belle_roommate_mf/?st=j0mlstwr&sh=0b778b6a).

Throughout college, I would often go to our rival school an hour away to hang out with friends of mine. I had a good friend from high school who went there, and the atmosphere at my college was kinda dead, so he introduced me to some of his friends, including this group of girls. I hung out with all of them and got tight with the girls independently as well.

As time went on, I became particularly close with two of them, Jess and Julie – Julie because I stayed at her house whenever I went over there, since she had extremely comfortable carpet in her room, and the others all lived in sorority houses (and my friend only had a couch that was waaaaay too small for my 6-2 frame). Actually, the first time I stayed with Julie, her housemates all assumed we hooked up, but I had actually never done anything with her, since she was just getting out of a long relationship, and she was kinda shy around boys. But I would’ve wanted to, Julie is about 5-5, with a beautiful face framed by brown hair, and a tight, thin body that she kept in good shape with yoga and the elliptical. Read more »

Part 3: Boss’ daughter and I take things outdoors [MF][cheating][toys][squirting]

Previously on me fucking my boss’ daughter: The guy who owns the ad agency where I’m working is a dick. His daughter works out of the same office. She’s 32 and I’m 23. We go for wine one night and end up fucking in her car. The next night, we go over to her house and have sexual gymnastics for most of the evening. She tells me she’s never had an orgasm. I have a mission.
***
Basically, the experience in part 2 repeats itself for a few months from early spring into the middle of the summer. Dee (boss’ daughter) and I are each in relationships with other people closer to our respective ages but continue to hang out regularly, basically as FWBs. Read more »

[MF] Fucking a Chaotic Evil Cleric Wasn’t My Best Idea [Dungeons and Dragons] [Actual Crazy]

I’ve been playing Dungeons and Dragons in some form or another for nearly two decades, so it probably won’t shock everyone to know that I was gaming once a week all through graduate school. I had a good group going for a while back then, with a really fun adventure in which I played a bard in Pathfinder that I named Thad Thundercrotch. He played a mean lute but had a lot of skill points in Acrobatics and Performance (Dance), and whenever people asked him what he did he would merely respond that he was a “dancer” or a “male entertainer…for parties.”

Yes, I played a male stripper in D&D. I found it funny.

As fun as the game was, real life got in the way after a time and one of our regular players got offered a better job and had to move. We struggled on for a couple weeks without him but then one of the other, flakier players stopped coming and our DM sadly had to call it. Read more »

Casting off clothes and inhibitions on [naked] ski trip with my GF and our friends [MF]/[MF]

There was a recent request for a story by someone who’d seen their friend’s GF naked. I thought I’d share this one from a few years back.

One winter my GF and I went on a ski trip with another couple — our friends Pete and Erin. We knew them pretty well from college — Erin lived on my floor then and we hung out a lot, always totally platonic since we were dating other people. We would be staying two nights in a motel a few miles from the slope and we would be sharing a room with two queen beds.

We got to the motel pretty late the first night after a long drive, planning to ski the next day. When we checked in we learned the motel had an indoor pool and hot tub, across the parking lot from our room. We hadn’t brought suits, but since it was late we figured no one would mind if we went in our underwear, most of which was at least not white. We grabbed towels and headed over through the cold. Sure enough when we got there no one else was around. We hopped in the hot tub for a little while. Of course all the cotton clung to the skin and didn’t leave much to the imagination. Read more »

[Forced] bi [m]y personal experience [mmf] [long]

Was told i may want to share this here too.

So heres my personal experience of being forced into bi play with a couple.

This happened in a hotel room after i met a older couple off Craigslist. I was 20 at the time and horny af.

Like always the casual encounters f4m always fake or pic collectors. I tried my luck on mf4m.

Got a couple hits but the one couple wanted pic exchange which i don’t do, video chat verify only. The other couple wanted to skype right away which was awesome.

We chatted about what we wanted out of this meeting. Well their ad had a few pics of her naked, late 30s couple looking for hot young stud to fuck wife.

Said they wanted a guy to fuck the wife while husband watched. Ok sweet i thought, older chick dtf, sexy fittish body, decent tits and they’re in a local hotel.

We exchanged numbers to text when i got there, theyd text the room number, what could go wrong. Read more »

Saying goodbye to my Southern belle [MF]

This is the final chapter of the trilogy of my summer spent fucking my roommate Tori, a true Southern belle ([link to the first](https://www.reddit.com/r/gonewildstories/comments/60saa9/fucking_my_southern_belle_roommate_mf/?st=j0lk7noh&sh=16850b1c))
([link to the second](https://www.reddit.com/r/gonewildstories/comments/60uwtu/my_southern_belle_rewarded_me_mf/?st=j0lk8323&sh=9c848d15)). As a reminder, Tori was one of five people I shared a coed suite with when I lived for a summer in D.C. between college and grad school. She was drop dead gorgeous, with one of the prettiest faces I’ve ever seen, blonde hair down to her shoulders, around 5-3, and quite thin, but with knockout abs and a shapely little ass. And of course, with the sexiest little accent to match. As I shared in the other stories, I’m 6-2 and blond myself, with a broad frame and at that point, lots of muscles and even some abs of my own. Read more »

A mind-altering night [MF]

It was a long drive to the West Rand. My trusty GPS was guiding me to my destination but little did it know what awaited me. I arrived at the address I was given and gave my car’s hooter a short hoot. The gate opened and I drove in. I climbed out my car and caught my first glimpse of the woman I came to meet.

Short, with shoulder length dark hair; her smile was shy but unnecessarily so. She was wearing sunglasses which hid her beautiful eyes and combined with the cigarette she gently pursed between her lips gave her an air of sophistication. I have no doubt that Sophie Loren would have complimented this beautiful woman on her appearance.

I walked up to Catherine and gave her a hug. I kept my hand on her lower back and followed her inside her house. We went into the kitchen and uncorked the bottle of wine I had brought with me. She brought me two glasses and we proceeded to move to the lounge, but not before I poured the wine into the glasses. I sat down on one of the two seater couches in the lounge and Catherine sat on the other, intent on keeping her distance. Read more »

PART 2: Secretly fucking my boss’ daughter continues [MF]

You can read [part 1 here ](https://www.reddit.com/r/gonewildstories/comments/60uvll/secretly_fucking_my_boss_daughter_mfpublic/?ref=share&ref_source=link)
Reminder: if you want to skip to the sex, I’ve marked it clearly below
***
So I roll into work the next day tired a bit hungover, but I’m feeling really good. Just thinking about just the general ‘wrongness’ of my whole adventure last night got me hard again. The best part was that my boss, Ross (who walked all over everyone at the office) didn’t have his usual intimidating power over me: any time he came around my area and started barking, I just thought “I fucked your daughter in her car, raw, and came all over the floor mats. How about that?” He took my coolness as a sign of authority and gave me a title promotion (I should have asked for money, but I was dumb). Read more »

The Drive [MF] [Public] [Outdoors] [Hookup] [Craigslist]

I’d contacted Steph through Craigslist. Actually to be more precise, she replied to my ad looking for someone interested in outdoor fun. I couldn’t host at mine, and neither could she so as the weather was still good it was convenient to take a drive out into the countryside on a warm evening.

I picked her up outside the shops, around the corner from her flat. As she came into view I could see that she lived up to her pictures. Slim waist, dark skin and deep brown eyes. She wore a blouse, a skirt and leggings under that. I started to imagine unbuttoning her top as soon as I saw her. She got in and we exchanged a peck on the cheek. It’s a weird situation meeting a stranger, making small talk as you drive whilst all the time knowing in a matter of minutes you’re going to be inside them. Read more »

Years of sexual tension being put to bed [FM]

Kelsey I were neighbors, or as close to neighbors as country kids can be. Her house was through the woods and across the canyon from mine, about a 10 minute walk through huge trees and trails left by deer. We weren’t exactly friends growing up, but we knew each other and occasionally even ran into each other while gallivanting through the forest.

In high school we became closer friends. We had more classes together and more overlapping friends, and when I got my license I became Kelsey’s ride pretty much everywhere. There was always some awkwardness and tension between me and Kelsey, because we had crushes on each other, but never at the same time. She openly was into me for a while, while I was crushing on her best friend. I started feeling guilty for giving her rides, and occasionally flirting with her, because I was afraid that I had led her on. Indeed, she seemed a little hurt, but we remained friends.

My suspicions that she was upset at me were confirmed when she started dating one of my friends….right as I stopped crushing on hers. It was clear from the way she talked about it that she was only somewhat interested in him, and somewhat interested in making me jealous. Read more »