Category: gonewildstories

2 girls in 1 night [MF]

This happened a couple years ago but I’m just now writing it out so here goes…a time I fucked two girls in one night.

I’d been talking on a dating app to “Rachel” and we finally made plans to meet up. She was about 6 years younger than me, working as a paralegal. Maybe 5’6, blonde, and thiiiiick. Thick thighs, big ass, huge tits. German and/or Scandinavian descent it seemed like.

We met up for some drinks on a Thursday night and hit it off well, conversation and beverages were flowing. After a couple hours we’d kissed a couple times and she was placing her hand on my thigh in order to feel my cock, which I usually dress down my right pants leg. At that point it was clearly time to get out of there. Read more »

The [f]irst time my bf was truly outdone by a bull [cuckolding]

So this happened a few weeks ago, hopefully you enjoy it and hopefully it’s not too long!

First, some background. My boyfriend Justin and I have been together for three years and we opened our relationship to sharing/hotwifing roughly six months after we started dating. For the most part, there was no cuckolding involved. He liked watching and joining in, sometimes he listened from another room and even let me play on my own when he wasn’t available. My bf wasn’t into the whole humiliation aspect of cuckolding, he’s above average and it was seeing me getting pleasured that really turned him on (if that makes sense!).

A few weeks ago, I was browsing tinder, a place where we’ve found a few of our partners, because things with our regulars had gotten a bit stale as summer was in full swing and other people were busy with work. I came across a guy that was really my type. His name, for the purpose of this story, is Mark. I like athletic guys, he was muscular and tall, had a similar build to Justin. It didn’t take long for conversation to start and he was curious about our relationship. He mentioned some experience with couples in the past which was a huge bonus. A few days later, things were going well, we agreed to meet for drinks and see what happens. Read more »

How the Spontaneous Friend-cation Turned into the Fuck I Never Expected: Pt. 2 [FFM]

[Link to part 1](https://www.reddit.com/r/gonewildstories/comments/ij7czl/how_the_spontaneous_friendcation_turned_into_the/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

First off, thank you all for the kind words following part 1! I enjoy writing a lot and the positive feedback means the world :) plus a few hot DM’s did not discourage at all lol I’m still on a lonely trip.

Once again, skip to *** if you are in a rush. And please forgive the typos, this has all been on mobile.

So let’s back up a little bit and rejoin the three who stayed behind at the club after I chased after Kate. Joe filled me in on some details later and they really help make sense of what ended up a truly convoluted weekend.

As soon as I was out the door, Emy took some of her frustration out on Joe.

“Wtf is his problem?” She demanded. “I thought I made it clear how upset Kate has been about this shit?”

Joe was and is a stand-up friend. So despite the bombshell that was Jenn sharing lap space with him, he tried to talk his sister on my behalf.

“I know, I know, that was a fucked up thing to say.” Read more »

Meeting my online Master in real life for the first time [MF]

Last week I finally got to meet my online Master u/ThatFrenchGuy87 after 5 months of online playing. A bit about ourselves: I’m a 23 y.o. German brunette, not skinny and not too thick, with a cup size of 36C. My Master has nice long light brown hair and a beard, tall and chubby and I really enjoy that his cock is more thick than long because I personally have problems taking a very long cock.

I flew to France on Tuesday, we had arranged to meet at the hotel on Wednesday morning to spend the whole day together.

So, the morning came, I hadn’t been sleeping well because I was so horny all night thinking about everything he’d do to me. Tbh, when he texted me in the morning that he was on his way to the hotel, I started to get really nervous because now it was getting real. We’d been fantasizing about this meeting for months but it hadn’t been sure we could actually do it. Read more »

My boyfriend (24) [M] fucked my (22) [F] ass against a tree behind his house

This happened back in May when the covid restrictions in my state were just starting to lift. My boyfriend (let’s call him Phil) and I wanted to be on the safe side so when quarantine hit, we wore masks and socially distanced with each other for about three months. I’m not going to lie, we came close to breaking restrictions a few times. It was torture not to be able to touch each other. We would take walks and it took everything we had not to give in to our horniness. We definitely weren’t saints, we sexted/talked dirty almost daily, mutually masturbated on zoom, and occasionally flashed each other during our walks. Those things were nice but it only served as a reminder that we weren’t able to fuck. The sexual tension between us had never been higher. Anyway once the restrictions started lifting, we teased the idea of finally doing it. During one of our walks in his neighborhood, Phil told me how much he wanted to lift up my dress and fuck me in the woods. We explored that fantasy but didn’t actually do anything until the next day. Here’s the message he sent me that prompted our adventure. Read more »

(LONG) He 21[M] gave me a car ride, I 21[F] gave him a different kind of ride: the day my best friend became my boyfriend.

*Hi! This is my first post here, and it’s kind of (well, actually, no: it’s **very**) long. I don’t remember all the exact details, and obviously I don’t remember every word of our conversation. I’m just paraphrasing from my rough memory, and embellishing them somewhat to make them more entertaining to read. The story itself, however, is real. There’s a lot of backstory included, so skip to the part after the line to get to the juicy parts. This happened a few years ago.*

I’ve known J since high school. We were in the same big friend group, but were never close personally. It was one of those friendships where it was fun to be with each other inside a larger group, but would never really hangout with just us two alone. As the teen years passed away though, and age ran its course, the group slowly crumbled by the time high school ended. Some friends moved out to pursue university in bigger cities, and the rest, we simply grew apart from. It was a bit sad, but such is life. Read more »

My First Time Cheating [MF]

I don’t really remember exactly when this happened or how old either of us were at the time. I do remember the night, but not all of the details leading up to it.

I know I had posted an ad on Craigslist, probably just looking for local women to chat with. Heck, I may have even responded to an ad. During that time, I found a fair amount of success using the “Strictly Platonic” section just looking for chat friends. It seemed a lot of women would post and respond there because it wasn’t explicitly looking for sexual connections.

Anyhow…I had started chatting with a woman and Celia. She lived maybe 30 minutes from me and we hit it off pretty quick. It all started out fairly normal, but after a while the topic of sex came up and we began discussing likes and dislikes and starting to talk explicitly about what we could do together. Read more »

[M]y post-break-up revenge

(Meta: I’ve been hesitant about posting these things for a while because, well, anonymity and whatnot. However, I’ve occasionally used this, and many others, as inspiration for various prompts on /r/dirtypenpals or the like, or let others use it as inspiration for their stories. A friend of mine from /r/dirtypenpals encouraged me to try it out nonetheless, since old enough events are likely enough not to be problematic anymore. Writing all this has been super fun and I am now officially in love with this subreddit! Here it goes!)

You know how dealing with a break-up from a long-term relationship sucks? Especially when you put a lot of soul into it? *Especially* when you’re young, and it’s your first long-term relationship? And *especially* when it ends up because your long-term partner is cheating on you?

Well, I dealt with a lot of “especiallies” and I tolerated it all because that’s the nice thing to do. I’m not a spiteful person. I do believe that one of the reasons why modern society is so fucked up is that nobody drinks from their skulls of their dead enemies anymore, but I also think that anyone can make a mistake, and that not every petty act deserves revenge. And many just aren’t worth the effort of revenge. Read more »

[M]y [F]irst threesome with my wi[F]e and her best friend..

So I figure rather than share our photos and videos, I’d take you down memory lane. My wife and I have been together for a decade. At the time – her best friend of 20 years had broken up with her boyfriend. Mind you – these girls are stunners, both long haired brunettes, model looking, fit with abs and FAT asses. The three of us were always inseparable. One night we decided to do some MD and GHB together.. my wife began to tell her friend how hot she was and how everything was his loss etc. – She wasn’t wrong.. Couple of hours in and the girls began commenting on each others appearances, out of nowhere my wife pulls my shirt off knowing it was my first steroid cycle telling her friend how a man should look like me, next thing you know & the clothes started coming off.

Her friend had been sexually deprived for a a couple of months now (Both of them are freaks in bed btw), she started kissing my wife until they took it to the bedroom, I’m pacing in the room smoking cigarette with a brick in my pants watching and yes of course I couldn’t stop touching my\self. Read more »

My [f]riend wanted me to finger her [f]or a little fun after making out, but I ended up giving her more

Sher [f] was a good friend of mine. We ran in the same party circles for many years, and her boyfriend was friends with my[f] friends. When they broke up she was feeling bad because she ended up moving in with some roommates and lost touch with a lot of our friends.

I’d go visit her at her place from time to time. Her and her roommates all worked together at a restaurant and were not always on the same shift, but they were usually drinking and smoking when I’d go over in the evenings. I’d drink and sometimes if I had too many I’d sleep over on their couch.

One night Sher was feeling particularly sad and missing her man. I had comforted her and told her she would be just fine. I told her she was a fun and pretty girl and I loved her body. She’d find someone and forget all about him. She looked at me with a funny look in her eyes. “You like my body? Really?” She asked. I stopped short for a second and realized what that look was. She scooted a little closer and I could feel tension building. I did find her attractive and we were good friends.. Read more »