Category: gonewildstories

[MF] A short summer fling with my (22m) best friend (22f).

I’ve always wanted to tell this story, mostly because it still feels like it didn’t really happen. It was short lived, and it sort of came out of nowhere, and it’s not talked about anymore. So as a way to relive it, here I go.

During my first year in college, I wanted to make friends. I’ve always just somehow had girlfriends, but never had that many close friends. I wasn’t shy but I was a bit introverted.

I sat next to this pretty girl in the first class I attended, Rachel. She had some pretty blonde curls that grabbed your attention, porcelain looking skin, and cute pink lips. Mostly it was the fact that she was talking to a bunch of people around her that made me notice her. I was envious of the way it seemed easy for her to socialize.

So I made an effort. In the middle of class I randomly told her exactly that. I just thought she seemed like the kind of person who wouldn’t find it weird. And she didn’t. She was a really funny girl, we joked around and she told me it wasn’t her but just every other dude around trying to get into her pants, if I could call that socializing, she said. Read more »

I had sex with my ex on Valentine’s Day [MF] part 2

Her eyes open and for half a moment, I feel her tense, but she meets my gaze and exasperatedly nods. Keeping my hands on her head, I lean in and place my lips on hers. My heart wanted to break from my chest. I break away after a few seconds, but I’m followed. Ruby kisses me again. And again. Our lips collided with the fury of a starving lion, both pulling each other in closer as if one of us were about to fly away. The bed disappeared around me. It was just us, as we should be. As we always had been. 

Of course, it couldn’t last forever. We both knew we shouldn’t be doing this, and slowly, the fireworks I felt inside returned to a small flame. I rested my forehead against hers and took a few deep breaths before severing our connection, and sitting on the end of the bed, still unable to take my eyes from her. A buzz from her phone tore her away from me and her eyes widened as she saw the screen.  Read more »

[MF] I (m22) fucked my friend’s girlfriend (f21) the night they broke up.

*I recommend reading my first 2 posts if you haven’t already, but it’s up to you.*

The morning after I spent the night in Allie’s room, we had a serious conversation about the situation we were in. We both felt guilty about letting things go too far, but this was also the first time we spoke openly about how we felt about each other, and that *crush-feel* got in the way of what perhaps could have been a more productive discussion. Although we did manage to agree we’d hold off on more sexual activities until Allie broke up with John, it was increasingly hard to focus on the matter at hand.

We both knew this was a snowball-issue. We talked about the circumstances of our living situation, and how we both would – eventually – give in to our temptations, no matter how hard we tried, and we wouldn’t be able to stop. We had to face it, we both wanted each other badly.

“And even if we wanted to repress those feelings,” Allie said, “one day it’s going to be too much, and I’ll just jump you.” We laughed at the matter-of-factness in her voice. Truth be told, I’d never had a girl speak to me this way before – like I was something irresistible. I wanted more, so I decided to prod her a little bit. Read more »

I [M] Teach the awkward girl how to be a good little submissive.

I would feel bad leaving you hanging like that.. here is part two if you want to get with my very long post.

part one https://www.reddit.com/r/gonewildstories/comments/splgmn/i_m_teach_open_an_awkward_girl_to_a_world_of/

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Part two, the awkward girl.

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She chose to sneak out all night, being 18 and living in a very small apartmetn with her family she knew she couldn’t stay out all night with me. How she pulled it off I don’t know, I only know I got to keep her for the night and most of the next day.

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I had pulled off to the side road, a bit away from her complex, she came walking up, head down as always, with her back pack, long blonde hair tied back, and a shuffle. Track pants and a big top covering her figure that I had enjoyed so much only a week before. Our texts and calls all week long had been mostly sexual, her stripping, trying on out fits and everything to get my attention.. which she had, but it was almost like she was replaying all the stories I had told her. So I figured, when I saw her out fit, she took my advice to just be her self. Read more »

Had the best sex with my ex on Valentine’s Day [MF]

Hi. This is my first ever post to any subreddit like this, so I hope it fits well. Some backstory, me (m21) and my girlfriend (f20) recently split up, but have tried to remain friendly and made plans to see each other on valentine’s day. This is my retelling of the events.

“Miss you” it read. Thoughts did laps round my head: what does she want? Should I say it back? Should I even be talking to her? I had to say something, I’d been typing, deleting, retyping for 5 minutes. Somehow, I decided that a painfully friendly invite to come over and watch a film and chat was the best response. Fuck, I thought to myself. I’ve literally just asked my ex to Netflix and chill, but before I could beat myself up over it, she accepted and told me she’d arrive in an hour.

I shouldn’t have grinned as much as I did, but I couldn’t help it. Ruby was the best person I’d ever met; a smile that would illuminate the night sky, hugs that would warm my heart, and a personality that made her just so easy to get along with. About a month had gone by since I had to stop calling her my girlfriend and we split up. Right person, wrong time as she’d put it, but I still love her. And any attempts I made at getting over her had failed. Read more »

The Pastor’s Daughter And The Best Blowjob Of [M]y Li[f]e

This was back in college when we were both 19. My girlfriend, let’s call her Natalie, was nerdy, funny, cute, but a bit sheltered by her family. She was a regular attendee at her father’s church, dressed conservatively and blushed immediately anytime anyone talked about sex. 

Natalie is 5’2″ with an incredible smile and dirty blonde wavy hair to her shoulders. Under those conservative clothes she’s hiding 32D tits and a tight bubble butt. We started dating, and she was a bit of a prude. I expected, and welcomed, this challenge (most of that is a story for another time).

One spring day about three months into our relationship we went for a drive through the countryside in her Honda Civic. She pulls over on the side of a dirt road near a trailhead for a popular hiking spot. There are a few cars parked along the road, but they’re empty. 

Natalie climbs into the passenger seat with me and we make out for a bit. After grinding on my bulge for a while, she reaches down and slides the seat of the car as far back as it will go. Then she gets down on her knees between my legs and unzips my fly and unbuttons my pants. Her breath is shallow and ragged as she slides her hand into my boxers and takes my cock out.  Read more »

[Group] What if, after well over a decade of close friendship, you had your dick sucked by all four women in your friend group at the same time? This happened to a guy in our group

No, he didn’t try to make it happen.

Yes, it was a complete surprise for him.

Not just a surprise because it was organized it to be a surprise, but a shock because we are quite sincerely the last people on earth you’d ever expect to do something like this, out of character doesn’t even begin to describe it. And there was no hint, no indication, no nothing, in his long long time knowing us, that this would happen. Yet it did.

He is one of four guys in the friend group, yet this happened to only him: all four women in the friend group, licking and sucking his dick simultaneously, literally all four lips and tongues all over his cock at the same time.

I’d love to get your reactions to this, and chat with you about what happened! So send me a message if you can.

I [M] used to send my wife [F] on sexy scavenger hunts that ended in slutty sex for her

One of our favorites before COVID was slutty scavenger hunt. I’d drop my wife (we’re swingers and she’s a submissive hotwife) off downtown wearing her long coat and tall slut heels and nothin else. She have her phone and wallet with credit card only. I text her an outfit to find. Usually just a pic of a pornstar wearing a schoolgirl costume or tight miniskirt with fishnets and tits poppin or such. She had to put whatever outfit I sent her together by going around town to different shops to find all the pieces.

The rules were that if anyone flirted or catcalled she had to smile back, and if anyone straight up asked to see her body she had to let them. And if she needed cash instead of card she had to figure that out by letting someone cop a feel for $20 or somethin. That didn’t happen very much though. She also had to leave one button on her coat undone with each purchase so she gradually has it open for everyone to see what she got on so if she didn’t plan well she might be walkin round with her tits out. Read more »

Hired by my[F] son’s teacher[F]

Hey boys and girls, those confession is from 8 years ago when I was 28.

So back in those days I was still in the industry. And I was active enough to be selective with my clients and had enough regulars to not really look for new customers. But females always where the exception.

So at a certain time I got a call for a date, I thought the voice sounded familiar but I couldn’t really place it. I heard a lot of voices so I didn’t think to much about it.

This woman wanted to hire me for the night. She had very specific wishes and desires, nothing to weird and nothing I hadn’t heard before (don’t worry you’ll find out what). We would start put at a restaurant, for dinner, go to a club and then a hotel. Ofcourse a whole night definitely wasn’t cheap. But she said it was no problem and she’d transfer the deposit that evening. I agreed and the appointment was set. Read more »

I got pampered by a man last night and maybe fell for him [FM]

This ones a little longer than most of my posts, but it was just such a fun night I felt like I wanted to include as many details as I could <3

Yesterday I was feeling like I’d been going a little crazy with all the degradation and general sluttiness and decided to get myself pampered for a change. I got dressed up in a modest but still sexy and form-fitting dress and went to a high end bar, the kind with $30 margaritas. I ordered myself one and sipped on it while checking out all the guys in the bar.

I payed extra attention to the ones wearing nice suits or had more expensive drinks, and I ended up focusing in on one in particular. A average-build guy in his late 20s, with a dark and well-groomed beard. We made eye contact and he motioned for me to come over, I did and he ordered me another drink.

We chatted for a while, I learned that he’s owner of a small company and had some other investments, which is where his wealth came from. He eventually invites me back to his place and I of course agree. We get there and he walks me in and we get down to business. Read more »