Category: gonewildstories

I (M)anaged to (F)uck her finally (Non-Fiction) [MF]

This is my second story. All my stories have some preamble, I just like re-living the situations that led to the sexy events as well as the event. If you don’t care much for my descriptions and preamble, there’s a “>>>Sexy Story begins here” line. Names have been changed.

If you read my first story, you know how I (M19 at the time) met Maia (F18 at the time), a sexy emo chick who was a big part of my slutty awakening. For those who missed it and want to read on, Maia was a petite, super pale emo girl with an ever color-changing pixie cut, rainbow when I met her, by the time this story takes place she had moved to a dark blue dye job. She had a bunch of facial piercings, and liked to wear super tight clothes to help show off her barely curves. Maia was a tease and got off on being mean to people who wanted to fuck her, but after the first story where I got my turn on the humiliation rack, we actually became good friends. We started hanging out a lot between classes and afterward, went to a bunch of concerts, road trips, etc. Read more »

[MF] Sweet & slutty gamer girl squirts for me

After our very successful [first date](https://www.reddit.com/r/gonewildstories/comments/iuwq7e/mf_friendly_wager_with_a_sweet_slutty_gamer_girl/?utm_source=share&utm_medium=web2x&context=3)(in which we played strip smash), Ellie and I started seeing each other regularly. We weren’t official but we were dating, at least once or twice a week. In case you don’t remember, Ellie is a tiny-on-the-top, big-on-the-bottom, horny nerd princess who’s pretty much down for whatever. Being an ass man, a gamer and a degenerate, I was smitten by this girl.

Once again I suggested that we play a risque game of skill or chance on our date so she ended up choosing [King’s Cock](https://www.reddit.com/r/sex/comments/2jt4ox/cardbased_easy_sex_game_for_any_couple/) (basically sexy King’s Cup, credit to u/PeanutAlmighty). Somehow I ended up getting all of the spanking cards (Jacks) and she told me to give her 3 every time so if my arithmetic is accurate that’s at least 12 hard slaps on the ass for poor little Ellie. I think we modified a couple rules but ultimately we had a blast with the game, would recommend it! Read more »

I (32f) fucked my housemate’s hook up after she fell asleep [FM]

The walls in this house are made of paper, so hearing my housemate fucking isn’t something new. But until not too long ago she had a long term boyfriend and I was used to just hearing the same old thing. Hearing other people is hot but once it gets repetitive you learn to drown it out.

But since they broke up Ashley has been spreading her wings. And her legs. She’s doing the sensible thing and fucking around a bit. Good for her. She’s had a few hookups and it’s mostly been pretty vanilla. I’ve still listened, but it’s been nothing crazy.

Until last night. I only caught a glimpse of the guy as the second they were through the front door they were straight to the bedroom. But from the little I saw I knew she was going to have a good night. He was gorgeous.

For the next hour I listened closely as he fucked her brains out. Both were loud and having a great time and when it came to finishing he was giving her one of the best poundings I’d heard through the wall. I masturbated along kinda wishing it was me. Read more »

[FF] But I’m married – London Pt1

As we drove to London we had a general chat about life, nothing sexual at all, it was perfect time to actually get to know her, we talked about my daughter in university, my sons job hunt, she talked about money a bit, the flat, the car, the fact that even though she had a great alimony payment she chose to work as she was getting bored, the next three hours flew by and before long we were pulling into the underground car park for the Batersea Crowne Plaza
“I thought we were staying in the premier inn?” I asked innocently
“Haha, I don’t stay in premier inn’s, this is a great hotel and we’re meeting a friend later and she only lives next door
“A friend?” I asked
“Yep, you’ll like her don’t worry” Read more »

[FF] But I’m married – London Pt2

Whilst we sat there drinking, Sarah was explaining how camming worked, people signed her up for blocks of private time or paid to enter a lounge and watch, at 10pm she was due to masterbate on video for a man and get paid £250 for 30mins work, that it! At 11 she was doing the same but this time in a lounge, tickets were £50 each and she could have anywhere up to 50 people in it, all she’s needed to do is put on a show

She also explained about girlfriend experiences she also offered, since moving to London she could easily earn a few thousand pound over a weekend, and if she had sex with someone it was her choice, even with covid, in the last year she’d earned a decent wage and could afford this flat, once again my eyes were open to a world I didn’t even know her existed, we sat there talking for ages, drinking wine and generally having fun when Sarah realised it was nearly time, she said she needed to get ready and I just blurted out “can we watch?
Eve looked at me and nudged me with her elbow “look at you” she joked Read more »

[FM] I hooked up with a girl I met on Omegle

I posted this once before but I got shy and deleted it. This happened probably 8 years ago now back when Omegle was a little more popular (or maybe it’s still popular, haven’t been on it in a while). I’ve always been a bit of a “sex addict” and I used those apps to find girls to skype with, sometimes sexual and other times just as friends.

I was on one afternoon and got matched with 2 girls from a state about as far away from mine as possible. Both of them were pretty cute but one of them really got my attention – she was 21, red hair which I’m a sucker for, and had a really cute smile. We ended up exchanging numbers. Over the next few weeks, we texted all the time and had some phone conversations as well.

At this point, we really hadn’t talked about anything sexual, so I figured this was a platonic friendship. Totally fine, I still enjoyed talking to her and she lived too far away to plan on meeting. At least that’s what I thought until she called me one day when I was at work. Read more »

Sex with a [M]IL[F] at a charity gala

For those that aren’t familiar I (32M) had a MILF FWB named Kat for about 8 months who was a coworker of mine. During that time, she introduced me to her best friend Erin (44 MILF) who we had a couple of threesomes with and I have hooked up with just me and her twice. Anyways, Kat and I ended things when she met someone, but Erin and I have still hooked up a couple of times. People have asked on my other stories and my DMs for more Erin stories, and I finally have one that isn’t what I would call “boring.”

Erin is a successful lawyer who does a lot of work with charities since she is divorced, and her kids are both in their late teens. One of these charities is a foster group that is very large in our area and state. I am a teacher, so I was familiar with the group, and with Covid numbers and restrictions easing, the charity planned to have their annual gala/event/dinner, whatever you want to call it. Erin asked me if I would attend as her date because I knew the organization and I could talk about what it had done for the kids to people there. I agreed and seeing it was a formal occasion, I rented a tux and headed to Erin’s house to pick her. Seeing as the event was at a nice country club, we had preplanned to take Erin’s BMW rather than my truck. Read more »

Feeling [F] slutty for the first time with roommates boyfriend [M]

This is a true story that took place about 3 years ago.

One Saturday, my roommate and her boyfriend were out on a date. I was in the living room watching a movie when they got back in. They sat down and joined me. Seeing them on the couch flirting with each other, knowing they were going to get frisky later, in one sense made me jealous and in another turned me one a bit.

My roommate excused herself to the bathroom. We kept watching the movie without talking. I glanced over to catch her staring at me chest. First, I was a bit annoyed, but then I looked down myself and saw my nipples poking through. I had not been wearing a bra sitting around and getting a bit turned on had made them hard. I blushed and looked back at him with a brief smile before turning away. My roommate then returned, taking him away to her room.

On this evening, they were getting it on and got particularly loud. I turned down my TV volume so I could listen in as they each moaned in pleasure. This made me extraordinarily horny. Read more »

Being an F22 Asian Intern Has Its Benefits [FM]

About a year ago, I interned for an accounting firm. There were about 15 other summer interns, but most were white guys, and the other girls were white and Indian.

It turns out, many seniors and managers have an Asian fetish. And I hooked up with a manager after our first Happy Hour, and didn’t really do any work for the rest of the internship.

The manager was married. With kids.

We were both drunk. I was going to take an Uber back to my apartment and he offered to drive me back home. So I got in the car with him.

Within three minutes, his hand was on my thigh and his tongue in my mouth. I was getting wet.

I jumped into his lap and straddled him as we continued furiously making out. He massaged my butthole with his finger and asked if I liked getting my ass licked. I was grinding on his hard cock as he kept massaging my butthole.

He unzipped and slipped his cock into my pussy. Unfortunately, only a few pumps and his phone rang. His wife. I got off of his lap and felt an immediate headache. He dropped me off, and never spoke about it again. Read more »

[M]y wi[F]e and I try to work out problems. Eventually leads to a swapping situation that I later learned was meant to be a cuckolding type of situation, but it didn’t turn out how they thought.

Ok, this is still fairly fresh for me, so this may be more of a therapeutic post than a straight up sexy post. I am honestly not sure how to proceed from here. I am incredibly hurt, but also super excited and feeling very vindicated. I guess I need to lay the groundwork a bit first.

Wife and I have been married for 13 years. Our life has not been the smoothest as most older Millennials can sympathize with. No need to dig into all of that. Our life has been complicated by family drama from my family and her family has been minimally supportive, but also come with their own unique blend of stress. My wife, Debby, grew up on a fairly typical mid-western middle class family. She was the only child and her mom drilled into her the no sex before marriage idea. Debby and I went to school together and reconnected again in college. That is where we started dating which eventually led to our marriage. Read more »