This isn’t so much a story of the sexiest time of my life, but I hope it makes it onto Saturday Night Live somewhere down the line. In my free time time I work as a music producer and this has led me to meet some very, well lets just say unique indivuals. One night over the pandemic a rapper I was working with at the time asked me to participate in a music video for a local rapper that I had previously worked with and as such I had to dress for the part. The concept of the music video featured a staged party with the ensemble cast progressively getting into more trouble over the course of the song. I showed up in a basketball jersey and sunglass, with my flowing blonde hair and expensive sneakers making me the ideal fraternity brother for the camera. One thing separates me your typical fraternity brother though. I am 5’2”, which by most definitions is fairly short. Now one thing any fraternity brother is an expert at is flirting with women at party, and boy did I. Each of the cast members separated off into their designated sections of the party, and I wound up next to a gorgeous brunette named Danielle with an ass to die for and a 5’10” figure that was very easy on the eyes. She was also socially off I guess? She would say things that might make one double take occasionally, and in thinking with my dick I never stood back and took this into account. In between takes I would chat her up, learning about where she was from and completing her outfit. She was dressed in yoga pants and a crop top, and very little was left to the imagination. I would instantly get half mast looking her ass as she danced during the shoot, and she’d smile back at me when the bass would kick in on the chorus. During the shoot the camera grew angry at the time the cast wasted in between them, but this only gave me more time alone with Danielle.
Category: gonewildstories
[F] I wingwoman’d for my colleague [M] and hooked him up with a friend [F] after his drought. He did anal for the first time and now jokes that he owes me forever
My poor friend. I work with him and he went through a rough breakup. Anyway, after a few months, I told him he has to get back out there. I could see his confidence had seen better days. I had to do something productive.
In steps my friend, Erin. She met after work one day and said he was rather handsome. He had zero idea. So, I made she sure DM’d him, and before I knew it, they’re talking loads.
I joked I would stay out of it but secretly hoped they’d have fun. They both seemed a little shy and maybe it’d cancel things out.
After two weeks of talking, one day, he says he and Erin spent the night together. I felt like such a good wingwoman. I didn’t ask specific details, until he randomly came out with, “I did anal for the first time.”
I nearly spat my drink out. Erin was NOT the friend who I’d imagine doing anal. It came out of nowhere. We’ve spoken everything sexual and I knew she’d never had a dick between her cheeks.
The brief silence and random facial expressions from me resulted in a, “I owe you until the end of time.”
I like wearing my exes panties.. [M]
Here’s the truth.
As y’all prolly know or figured out, I’m very submissive. One of my exes used to make me wear her used panties and I fell in love! Idk, I got a big (8 inch) cock and i love how tight it makes it!!! It’s almost like a cock cage cause when I wear them I can’t get fully hard! And the back makes me feel so dirty with the slim part running through my ass crack.
Well, after my ex broke up with me, I maybe told her I lost her panties and kept them secret. I have them still years later and still sometimes wear them to sleep when I’m feeling extra submissive and horny.
[m]y MIL had me [f]I’ll her up pt 2
Here is part 1 from this story
31[m]y mother in law had me 57[f]ill her up from gonewildstories
As my mother in law is rubbing her ass on my dick I slide my hands around and start teasing her nipples. I’m squeezing them and pulling on as she’s giving off soft moans and flips herself around to face me. I start grabbing her ass as we make out like high schoolers. After a bit of this she pushes my head down and I pull her legs up as I’m staring right at her pussy.
I dig my tongue right onto her clit while I’m sliding two fingers in and out of her pussy. Her hands are pushing my head down as her moans get louder and louder. My cum is leaking out of her and I’m getting a little taste of it but she won’t let me up as I can feel her getting close to cum. After another ten seconds her legs stiffen up and start shaking as she just shouts “oh fuck yes that felt so good” I just got my wife’s mom off for her first time in years.
Our one-night staycation was a marathon fuck fest [MF]
This one might be a little different. Props to all you adventurous types out there who swing, or whose spouse’s best friend just happens to be freaky in the right way. Sometimes I think that would be cool to experience, but it’s never been our life. There’s a little background, but scroll to the *** to get straight to the action. Sorry if it’s super long; this is my first gonewild story, and it doesn’t make a lot of sense to break into pieces.
My wife J [F47] and I [M47] have been married for 20 years, and together for 30. We met the first day of college, and are each other’s first and only sex partner. Over the years, we’ve run the gamut from fucking multiple times a day (mostly in college, big shock), to long droughts where once a month was ‘frequent.’ We have kids, and she had a high-demand job for 15 years while I was the stay-home parent. I spent a lot of solo time with porn (wish I’d known about gonewild and its sibling subreddits years ago), but of late that hasn’t done much to quell the horniness.
[MF] Future plans.
I [27M] have a [24F] sub. She’s a full sub. She loves being given tasks, both sexual and non sexual. This is because she likes being praised. And that I do.
Now, she recently overstepped on the obedience app. So I have to punish her.
I had planned to give her a task on our next session. What I had in mind is to tell her to be a good slut and suck my dick while I watch my favourite show and drink my favourite drink. Her task is actually a challenge. If she can make me cum within the 20 odd minutes an episode lasts, she will be rewarded. However, if she fails she will be punished.
I want to not be disturbed, so every mistake will have retaliation. Teeth? That’s a slap, and strike one. Strike 3 will mean her hand privileges are revoked and just made her job harder. Additionally, if I notice her mouth has not been busy for a bit too long, it will also mean her hands get tied behind her back.
I am still training her throat, so this will be a difficult challenge. But 20 minutes is fair in my opinion.
Snow Day Affair [MF]
During the time I was in an affair with a co-worker, our employer would practice snow days based on the local schools. If the nearby school was delayed or closed due to snow, the office would follow suit. My coworker who I was in an affair with had kids who attended a different school didtrict. They did not have a snow day and our office had a late start. So, we decided that I would make the trip to her and she would sneak me into her house.
Her husband was always at the office early (regardless of weather), so after she dropped her kids off, I met her at a nearby park to leave my car. Quickly hopping into hers, we lowered the seat and snuck me into her house. Our hands immediately reached for each other’s desired body parts as we stepped in from the garage. My left hand gently pinching her nipple through her clothing, right hand reaching for the button on her pants. Both of her hands went for my cock.
[MFF] Amazing sexual chemistry with a girl we hadn’t seen in a year
There’s a girl my boyfriend and I used to hook up with that we hadn’t seen in about a year. Out of the blue, we decided to reach out to see if she wanted to hang out. She hit us back immediately and seemed really down to fuck again. We had initially stopped seeing each other because our schedules didn’t line up very well, but we always had a great sexual dynamic. The other day, she came over to our place and we caught up a little bit. For some reason, our conversations are incredibly stale and talking is kind of awkward. It feels like we can’t connect on anything in discussion. I think we all felt that tension, so my boyfriend made a move to kiss her and then it was on.
19 FTM My first BBC experience [TM]
Happy Valentine’s Day 💗
In spirit of the holiday want to share with everyone one of my roughest hook ups.
This was only the 6th person I’ve ever hooked up with, and the first non Asian. Up until then I’ve only slept with ppl in my social circle as I was super sheltered and he was actually my first Reddit meetup!
Being still a college student I was very naive and had no idea what I was getting into. I just wanted to expand my horizons and try something new by having rough sex. I was too embarrassed to ask anyone that I remotely knew so I decided in my horny, thinking-with-my-pussy state to go on Reddit.
No safe word. No discussion on safety or getting tested. No wonder so many redditors thought I was a scammer cause what kind of naive idiot would be this dumb?
The guy I decided to meet up with gave me his address and I guess I felt I could trust him cause he lived in one of the fanciest apartments in the city and offered to pay for my uber and everything. His main request was I show up without panties. So there I was sitting in my uber, keeping my legs tightly closed so the driver wouldn’t be able to tell how vulnerable I was.
[MF] I made a youth pastor a cuck Part 4 of 4
Hello everyone! Here is the final part of this story. I have read your comments and agree my grammar isn’t the best. I greatly apologize. I get very into these stories as I type them out. They are truthful and definitely bring back memories that turn me on. Again I apologize and will try to do better!
A few things to lay out. Matt and Cassie are “transplants”. They are from the Midwest and moved to the west coast to preach at the church my wife (and I guess I go to). They are a young couple in their early 20s and we’re married at 19. Our senior Pastor’s wife, Katie, is in her 40s. She believes a woman should be obedient to men whom they have a relationship with. Shortly after Cassie and I were caught, Katie asked Cassie and Matt to attend marriage consoling with her. Our senior pastor, Mark (I am hiding all names and I can’t remember what name I used prior so I apologize for the discrepancy) had no idea about any of this. This will come out later in the story. Mine, Cassie’s, and Matt’s relationship lasted about 9 months and this is the end. on to the story!