That time my girlfriend [F] made me [M] a kinky bet I came to regret [FM]

So I’ve posted on and off here about the various escapades that I used to get up to with my (now ex) girlfriend. It was a pretty wild time in my life – being two rather horny young adults with a raft of kinks you’re desperate to try will do that to you, after all.

This particular encounter occurred during one of our lazy Saturday mornings together, where I’d been mouthing off a touch too much about my gym progress. For context, I’m a 6’, 72kg, fairly slim to average build – and my actual gym progress during this period could well have been described as having changed from ‘nothing doing’ to ‘maybe-something-minor doing’. Regardless, I was very proud, and way too smug about it.

Which is how my girlfriend came to suggest a bet, ostensibly with the intention of shutting me up about my ‘progress’ for the foreseeable future. It was a simple concept – if I could complete 50 pushups in front of her with a ‘minor’ handicap, I could continue bragging about my alleged fitness to my heart’s content. And if I couldn’t, she’d just have to gag me for the evening, to be rid of my arrogance.

[F]riday Night dinner out

Morning all, just a short story for this one. Went out for a meal last night, it was me, bro, dad, mom and uncle’s family. Was quite a fancy place, so guys had suit/jeans and girls had dresses.
What kept turning me on was seeing my male family members occasionally checking out my cleavage. I have no issue with this at all, as I often see dad and bro do it. But last night I found it a massive turn on. Part of me wanted to get them all to grope and kiss my breasts, but alas I managed to get through the meal and home to my vibrator

[M]y [f]irst gangbang [Group]

Background I used to work on a sales crew that would travel state to state across the country. Every 2 weeks we would travel to the next state and the next hotel. The crew usually consisted of about 30 people, all young twenties and teenagers. Half girls and half guys.

We pull up to our next hotel and swarm the lobby. Staff and maids were always interested in the huge group of kids checking in and usually were around the front as well. As were checking in I notice a spanish girl probably 18 in her maid outfit. She’s with 2 older Spanish women that looked like they could have been her mother.

I catch her glancing at me, she’s absolutely stunning. Her maid outfit was so tight you could see the curves of her ass. Her face looked innocent like she’s never done anything dirty. It’s around midnight and we’re rushed to our rooms.

After getting out of our morning meeting I’m standing around with coworkers getting ready to leave and feel someone staring. It’s the young maid again with no hesitation this time, full on staring. Felt like she was begging me to talk to her with her eyes.

Cute Single Mom Erika, Second Time, with an Unexpected Ending [MF]

If you didn’t read my last post, I relayed my first time being intimate with my neighbor Erika. Here’s the link:

Divorced Young Neighbor [MF] from sexstories

After this evening I’d still see her a couple times a week, or I’d bring her over some veggies from the garden, etc. Kind of like it used to be, which was fine by me.

One Friday evening I was walking up my driveway after a run when she drove by, gave me a wave and pulled up her driveway in to her garage, without so much as a stop to say hi. It seemed kind of unsocial , but about 10 minutes later I got a text from her and it was a picture of some s’mores and a bottle of wine. I was thrilled! So I texted her back to tell her to come over around 8:00.

In short order I built a fire in my patio fire pit, took a shower and shaved, dabbed a tiny bit of cologne on, and waited for her to come in my side gate and join me by the fire.

Trip I took with my FWB that ended up being a sex fueled weekend [FM]

This happened with a FWB I had

So him and I decided to take a trip 4 days to a beach town. We both love the beach and thought it would be cool to spend the week there and hangout, have sex , go to the beach and just have fun. Something casual.

During all the trip we couldn’t get our hands off each other and spent a lot of time in the room cuddling or having amazing sex.

Now tbat I gave a bit of the backstory. I’m going to the story I want you tell you. We both love horror movies so at night we would watch movies and drink. I was kinda horny and wanted him to fuck me again. During the movie, I sat on top of him. He was laying down and I was like straddling him in a playful way. We kissed for a bit and touched each other. He had huge boner that would lift off his pants. One of the hottest things i’ve ever seen. After we stopped kissing clearly we were horny af and wanted to fuck. He said that he’ll be right back because he was going to the bathroom and also said in my ear “When I come back I am gonna fuck you hard that you wont be able to walk” also told me how much he wanted me, that he wanted to see me cum amd that he wanted to finish inside of me.

That Time I Had a Threesome with My Best Friend and Her Boyfriend [FFM]

*names changed to protect the not-so-innocent*

Bailey and I became friends the day we met. We were instantly super comfortable around each other and had very similar world-views. We talked about everything together – from nerdy stuff (we both are very into science and engineering) to relationship stuff (families, boyfriends, Bailey’s slow realization of her bisexuality) to sex and kinks. We quickly discovered that we had very similar kinks, but that I had significantly more experience in actually exploring them (thank you college-era Dom who introduced me to everything and helped me figure out what I like).

Not terribly long after we became friends, Bailey started dating Will. Will was attractive but not really my type (a little too preppy for me) and was also into BDSM stuff and she would tell me all the time about all the fun they were having finally exploring her bondage, spanking, etc. kinks. At the time I was single and couldn’t help but be a little bit jealous. But I was happy for her and Will seemed like a nice guy.

Me: 5’1″, on the curvier side, long dark hair, tan skin (I’m Indian/Persian by ancestry), full B-cup breasts, and what I like to think is a pretty nice booty

[mf] finding our kink dynamic /I came from deep throating him

    
“Pardon me if I’m being presumptuous, but…” The words were breathed into my ear from behind me. His body was so close I could feel his
Erection press into my ass.

     No words followed, instead, I was pushed up against the back of the couch and collared.

My heart raced and my face lifted in surprise. I had told him I wanted him to be more dominant in bed. I told him to do some research and figure out what parts of kink interested him.

2 weeks ago he mentioned a leash and collar hesitantly, but I replied with am eager “You want to collar me?! That’s dominant as fuck! I’m into it!”

I guess the sudden change in his demeanor meant what I’d hoped it did. We hadn’t spoke of it again since but here I was, in the middle of my livingroom, collared, leashed, and insanely aroused.

“Not presumptuous at all, Sir. Thank you so much!!!!” My excitement must have been contagious because I felt him harden even more, still nestled perfectly on my ass. “Can I please look?!!”

Fun in the Mountains Part 3 [FF]

Sorry this took a while longer to write.  As I said before, it’s a true story.  You don’t have to believe it, but I know it’s true.

Previous posts:

[https://www.reddit.com/r/gonewildstories/comments/cze11e/fun_in_the_mountains_fm_public/](https://www.reddit.com/r/gonewildstories/comments/cze11e/fun_in_the_mountains_fm_public/)

[https://www.reddit.com/r/incest/comments/d0q5o2/cfcf_fun_in_the_mountains_part_2/](https://www.reddit.com/r/incest/comments/d0q5o2/cfcf_fun_in_the_mountains_part_2/)

The next day, my girl Bella (24) told her slightly older cousin Nancy, who was now beholden to do whatever we wanted her to do, that they were going for a hike.

I dictated that neither girl would be wearing bra or panties for the rest of vacation and skirts instead of shorts where possible.  I wanted their pussies exposed to the air :)

Bella made sure that Nancy complied, and they took off from the lakeside cabin down one of the local trails.

Once they were out of sight of the cabin, Bella told Nancy to tuck the hem of her skirt up on their waistbands, and lift her t-shirt up above her tits.  Brown-haired Nancy is a bit curvy and her firm, perky round tits about a C cup.  Bella’s a taller redhead with a very shapely body, long legs, and larger, pendulous breasts with large areolas.  She did the same with her skirt and shirt.  I was on the phone for most of this.  Bella brought earbuds along, the smart girl!  I wanted her hands as free as possible.

how to unwittingly become a temporary porn star [mf] [exhibitionism]

A few years after an encounter with “Jennifer,” which is its own, separate tale, I was doing my usual drive-by attempts at online witticism with a semi-public conversation about nothing with her in a chat room of an adult dating site when “Claire” showed up. As a curvy brunette with an outgoing personality, she was lusted after by countless men who flocked to chat her up, disturbingly many promptly offering to collectively show her enough penises to fill a bottomless pit. My strategy was, of course, to politely acknowledge her presence and move on. As she looked at a few specimens she was curious about, offering commentary on them not unlike a young, female porn version of David Attenborough, I gave Jennifer a brief hint-hint in private, kept up my polite distance and waited until she chimed in asking if I was going to join the Claire-inspired webcamming parade just to make it an even number of cams up and running in the room.

“Oh no, no…” I demured. “I’m positive she has more offers than she even cares to get.”

“Maybe I want a reminder?” Jennifer tried again. “I mean it won’t be as fun as it was in person but it would still be nice to see.”

An unexpected morning commute… [MF]

Obligatory preface to the story/introduction

I’m an average guy. Have not had a ton of wild stories to tell though I do have a few. I’m in my 40’s. Short-cropped brown hair, speckled with a bit or grey. Blue eyes. I have an average “dad-bod” but not bad for my age I suppose. I do get a bit of a workout from riding my bike to the train that I use to commute into work every day. That is where this story takes place. This may be mild in comparison to most stories but it is none-the-less hot. At least I think so.

It’s summer here in Chicago and as I said earlier I’ve been riding my bike to the train. I won’t bore you with too much prologue but I wait for the train, chatting with the regulars and hop on once it stops and the doors open. I immediately head to the right and up to the upper level. I like sitting on the upper level because I like to use my mornings to ease into the day and listen to some music as I stare out the window.