My friends fiancé [F] planned to cheat (with me) [M]

I was the only person in my friends group to live alone, so we used to have parties at my house. All of my friends were invited, we’d watch movies and drink until the small hours.

My friends fiancé and I got in the habit of going for walks, just to shoot the shit during these gathering. We’d just walk around the block – talking about our upbringings and all sorts really.

One day I was in my house and I got a text. “I just had a disgusting dream about you and masturbated whilst thinking about you”. Well, I was happy with that, as was my ego. We didn’t really talk again until the weekend when I had everyone over at mine and we went for a walk.

This time on the walk, around 21:30/22:00 we walked past a car park which was mostly walled (apart from the entrance and the exit). It was closed so no one was around.

My boyfriend [M] and I [F] fucked at a party in full view of other people

So this happened when I was 23 and I was dating a guy who was pretty sexually adventurous – not quite at my level, he was mostly just very up for threesomes, but we’d had a lot of fun together. One night we’d gone to a party, a costume party at that where I was dressed as an angel ironically, and we’d both gotten pretty horny and gone upstairs to find somewhere more private. We’d been laying on a bed making out but I assumed since the door was open we wouldn’t do anything more, but it didn’t take long before he had pulled my skirt off and had me bent over the edge of the bed. Being drunk usually makes me extra horny and more prone to taking risks, and knowing people could walk by and see us had me going crazy begging him to fuck me so people could watch.

[F] One Night Stand Regret

2 years ago I had a drunken one night stand with a guy. Fast forward a year and I ended up in a relationship with the man of my dreams. However, when I went to meet his parents for the first time at a family bbq, the guy I had a one night stand with was there…it was his fucking dad.

[FM] I had sex with a much older man and I have no regrets

Early last year I (19f) was playing around with chat apps and found one that let you find people in your local area. I was bored and lonely and “liked” a few people on there near me. I wasn’t on there to hook up so I didn’t care too much about age. And that’s how I got chatting with Andy, who was…71. Yes, 71.

He was good to chat with and we swapped pics after a while and he had actually kept in good shape. He cycled and looked after himself, and looked good for his age. He was a gentleman with me and didn’t try to hit on me after he’d seen what I looked like (average height, a little extra weight but not too much, big butt and D cup boobs). That was a nice change from most guys on those apps.

Anyway, we got to know each other over a few weeks. One Saturday night we were both stuck at home again and he jokingly (but I guess half seriously) invited me over for a glass of wine. It wasn’t too far away and I felt comfortable that it would just be that (wrong!) so I surprised him by accepting.

[F] Roadside Spit roast

I’m now getting out on the road again and last night I had left a date/party. I was high and tired and pulled off the road for a few minutes. A van slowed down, then pulled over in front of my SUV. These two guys got out and walked back to me. One of them I vaguely recognized. I rolled my window down and this guy said “I thought that was your car. You remember me?” I had to say “not exactly.” He laughed, said his name was Will, and said we “got to know each other” in a back room at a party like a year ago. Thee other guy said, “I hear you are a lot of fun.” I said, “I can be.” Will had reached in and was stroking my tits. I thought, “he must know me.” Stroke my tits and I am totally vulnerable. Will opened the door and pulled on my tits saying, “Come on babe, let’s have fun.” I was wasted and let myself get pulled out. The guy, who said his name was Trevor, squeezed my ass and led me along too saying, “I cannot wait to get into that ass.”

(Part 2) I was a toyboy for an older woman, and then her friend [MFF]

I posted a few weeks ago about an experience I had being a toyboy for an older woman. I had a great response as well as some kind and fun DMs. A few people asked specifically about the evenings spent with Lucy’s friend, Caroline. I have a free afternoon so thought I’d post a follow up.

[Original post.](https://www.reddit.com/r/gonewildstories/comments/narqwx/i_was_a_toyboy_for_an_older_woman_and_then_her/)

***

A story about a request I got on Reddit. [m]

Hi all,

About a year and half ago, right before COVID. I got hooked on doing tributes, and posting them on Reddit. One day, I was looking at a leggings subreddit. Girls, Please post more leggings pics!! Anyways, so I see a post I liked, and commented. Few minutes later I get a msg. “ hey, I like your name. Does it mean what I think it means?- she asked. It had something with tribute in it. I said “yup, you into them?” She replied “I love to watch guys cum, and never had one” so, I explained my process, what I do and how to prepare. ( that can be another story). I could tell she was getting excited, her questions, were getting more detailed. She agreed to terms, and later that day sent me a verified pic, fuck was she a cutie, and said I want some special, hold off for a few more days. I was a bit disappointed because I thought she blew me off. So I waited for the day she said. Driving home i msg her said hey “I am ready, you have the pic you want.” She sends a selfie all dressed up with makeup, she then says “ I want you to cum on my face, I am going on a date right now and want to see what I look like if I get lucky.” I got so hard, once I got home, I blew all over her in a few seconds. That was one of the hottest tributes I did.

Teasing the married grocery store dad [F]

There’s something about that married dad vibe that a guy gives off that really turns me on. You know the type that I mean. Of course there’s the obvious things you might notice- the dad bod, a wedding band, kids in tow. But it can also be more subtle than that. You might pick up on the vacant stare leftover from his wife’s incessant nagging. Or you might notice the way his eyes light up when he sees you smile at him in the way his wife no longer does. Maybe you get the vibe from the hungry glances he doesn’t think you’ll notice as he thinks about what he could do to you that his wife won’t let him.

This one had them all.

I love being able to bring a little excitement into those kind of guys’ lives. It must be so hard to go through every day wanting something that you simply can’t have anymore. But still they do it, dutifully, and find their releases wherever they still can. Reddit, PornHub, Instagram- it doesn’t matter. None of it substitutes for the real thing. If I can be a tiny ray of that and keep them out of trouble at the same time, then why the hell not.

I posted a NSFW pic of my girl to Reddit while we were fucking [MF]

Through dirty talk & fantasies during sex, I discovered that Emily seems to be harbouring a slight exhibitionism kink. This was news to me, as she’d managed to keep this hidden from me during our whole relationship (she’d never been comfortable talking about sex, but that seems to be changing – maybe she’s just reached an age where she thinks “fuck it” or maybe she’s caught up in my sexual mid life crisis & is just going along for the ride). Maybe it was something new. Maybe it stems from that time we were caught fucking in the office. Who knows.

For a while now, she’s had me create fantasies for her during foreplay, and I would weave narratives for her involving public settings, hot tubs, etc. Recently, though, I decided to push the envelope a bit.

As part of Emily’s new openness to sex, she’d agreed that I could take photos & the occasional video on my phone during sex, on the proviso that they were for our eyes only. We look through them together after we’ve finished & I delete any she doesn’t like. This was what I would use in my nefarious scheme…

[MF] The Saga of Sally (Part 8) – Thinking with my Cock

(Welcome to the Saga of Sally. Except it’s not Sally this time.

I am recounting my long on-and-off relationship with a girl called Sally. I recommend starting from the [start](https://old.reddit.com/r/gonewildstories/comments/nt5ffn/mf_the_saga_of_sally_part_1_cumstained_jeans/). However since I am working through this chronologically this story isn’t to do with Sally.)

I was a little hesitant to share some of my experiences here because I recognize I have lived a very lucky life. I have had some wild sexual adventures and I wouldn’t blame anyone for not believing me. You have all been only supportive and complimentary though! But if any of you were starting to get jealous of me then let me make you feel a little better – because we’re getting into a part of my life that fucking sucked. If I was a horse, they would have taken me out back and put me out of my misery. I wasn’t happy. I was lonely. And I had a dry period of nearly 18 months. You read that right – the man who you’d been reading about, who seemed to have been blessed by God to get into sexy situations, didn’t get so much as a handjob for 18 fucking months. How did this happen? Read on.