Category: gonewildstories

Holiday Humping [F][Group]

A few months ago, I went on a last-minute week away with some girl friends. One of the group had to drop out and it was cheap enough to take her share of the hotel and get a flight there, so I took her place. We were all planning a good time (as in no shortage of drinks and casual holiday sex), so we’d agreed not to take a lot of photos in a “what happens there, stays there” sort of deal.

We all got dressed up (my choice was a little black strapless dress, so I’m not wearing a bra) and went to this nice little bar/restaurant place for food and drinks. I was constantly pulling my dress back up (big tiddy problems) but once we’re all having a good time and the cocktails have been flowing I fell out of my dress without noticing.

The other girls noticed but thought they’d wait and see how long it took me to notice, which if it was any other group of girls would have felt a bit of a dick move, and the answer was nearly 5 minutes after I noticed that the group of six guys at the next table were all having a good look. I put my boobs away, we all laughed about it and carried on having a good time. Read more »

Worried that I got too slutty in a hotel room [FM]

This was my second date with this guy. There was a pretty intense physical attraction, but we hadn’t fucked yet. Our first date had been over a month ago, mostly because I had a lot of things going on at the time that made meeting up difficult. It felt like we had been talking forever and there was ALOT of built up tension.

He took me to a cool hotel bar that I loved. I was already turned on as soon as I walked into the place because it was sexy, well-designed, and dark. Also, because I had already been fucked senseless multiple times in this hotel. The highlight reel played in the back of my mind.

I could feel the leather of the banquette against my bare legs. The way it stuck to my skin reminded I needed to be fucked in the worst kind of way.

We’re in the middle of our first drink and he asks me why I’m smiling. I tell him that I’m thinking of all the people that are having sex right above us. He says he can’t tell whether I’m amused or turned on. Read more »

Athletic girlfriend rides me for the first time – I only last 10 seconds [MF]

My new girlfriend was very fit thanks to one hour of swimming or Pilates every day. She teaches fitness classes in her free time. She is slim, well toned, a bit busty and had a few modeling jobs already for sportswear. In bed, she uses her pussy muscles a lot, for her it seems like a routine to grip so tightly and control the experience. The first few times, I was overwhelmed with the sensation.

She had me lie on my back and was about to ride me for the first time. She sat over my legs, naked, rubbing her pussy in preparation to mount me. I was enjoying the sight of her great tits and legs. I was a little worried about how long I would last with her setting the pace from above. She had forbidden me to use condoms and I knew it was going to be more intense than usual. Read more »

Another dirty sweaty thong escapade with my GF [MF]

My gf and I have been on a roll lately. Our sex has been so fucking hot idk what’s come over us. We did discover a new kink we both have so I think that’s why. It all started last week with her best friends dirty thong (see previous post). I was at her apartment today and we were hanging out on the couch. He roommate comes back from the gym and I guess she did a cardio day because her cheeks were red and she was really sweaty. Her roommate is a nice ratio of thick and athletic with such an amazing ass. Like she wears spandex shorts/leggings and her ass eats them up. She went straight to her room, came out in a different outfit and immediately left. Read more »

[MF] Encounter with a married woman at a friends wedding

I was a guest at a friends wedding a few years back, a nice function in a fancy hotel, when a fellow guest caught my eye. A woman older than myself, around 45 years old, short black hair, wearing a tight fitting backless dress.. I noticed her almost instantly as soon as I arrived… I was an occasional smoker at the time and noticed her outside with other guests smoking too.. I decided to introduce myself to her and her group…

We chatted politely for a while, stayed outside while the group left to go back inside, I ordered drinks for us and we flirted back on forth for an hour or so, she told me she had a room at the hotel, I kinda got the impression she wanted me to know that…

The speeches were beginning so we made our way back, the function was on the upper level of the hotel so we shared the elevator upstairs, I told her we’d catch up later as we split to sit with each of our groups.. As she walked away she glanced back at me, clearly catching me admiring her bare back and her gorgeous ass. She smiled knowingly and walked away.. Throughout the speeches I couldn’t keep my eyes off her, stealing glance at her but noticing she was doing the same.. Read more »

[M]y college adventure with 3 different girls

Been inspired by some of the stories here lately, so I figure I’d share some of my exploits from my college days! A bit of a long story so I broke it up into sections for each of the girls. I promise it’s worth the read!

I (26M, 19 at the time) never considered myself a macho guy that pulled all of the hottest girls, especially in high school where I only had a few girlfriends and the relationships didn’t last long. I’m 5’10, 160 pounds, have an average sized dick, and am relatively muscular, but by no means am I an athlete. I have tattoos and dressed like a bit of douchebag, which turned out to be a turn on for some of the girls I met.

However, when I went to a large college in the south, I had a chance to reinvent myself among a crowd of thousands and thousands of horny students, many of whom had been set free for the first time in their young lives. I joined a fraternity, made extra effort to attend social gatherings and chat up my classmates (especially the cute ones), and tried to flirt with basically every girl I saw. I met my now wife at college; funnily enough, this happened before we started hooking up. She had a long-term boyfriend at the time and her friends had told her what a man-whore I was, despite some obvious flirting and connection. How we ended up together is a story for another time. Read more »

[MF] Making The Self-Proclaimed “Ugly” Cashier At The Grocery Store Cum In The Parking Lot

We live in a society that rewards beauty over basically anything else. You can be a dreadful person, but if you’re attractive, you’ll still find love and admiration online. It’s much more difficult for people who aren’t conventionally attractive, especially if their body doesn’t fit in with the current trends. Not to mention the fact that people only post their best photos online, which gives off the impression that everyone is somehow beautiful at all times.

I even do it. If you look at my profile, you’ll only find my best shots. There are dozens of photos I tossed in the trash because my dick didn’t look big enough, or my arm looked weird, or I looked too skinny, etc.

If we all saw each other every minute of the day, I think we’d discover we’re all full of flaws and ain’t no one is sexy 24/7. Even the “hottest” people are unappealing at times.

Why am I talking about this? After all, you came here for sex! I just wanted to set the scene, and kinda explain why I felt so bad for Amanda, the 19-year-old cashier at the grocery store near me. I live in a fairly big city with beautiful (and fake) people all around, so it can be hard for normal folks to feel seen. Read more »

Got drunk and let my friends take turns on me for New Years! [FM]

Went to a New Year’s Eve Party at my friends house and drank a bit too much.

I live with three other guys and one offered to drive us there. We’re all close friends and I love them to death and they joked that we were going to a party and not a festival when they saw my outfit. To be fair the outfit was kind of skimpy but I didn’t care and gave them all a slap when I got in the car. They know when I actually get hurt by something though and apologised and said my boots looked pretty so there’s that

Anyway, got to the party, standard party procedure drinking with the girls and socialising. When I walked in the kitchen I caught a couple guys at the opposite side look over and stare me up and down which was kinda hot, knowing you have eyes on you

As girls do when we are drunk we just kind of naturally steered towards chatting about sex and other silly stuff. We were chatting about the boys there and the sluttiest things we ever did and somehow got into the territory of threesomes etc among other things and it turns out that it’s a popular kink between us all Read more »

[FM] First cheating at the cinema, almost got caught 34M 41F

So, my story begins in June 2020. I am working in IT and in this company for 9 years. I was 34M then, and I just really like that girl from sales, let’s call her Violet 41F.

One more thing, that I almost forgot I have a wife since 10 years and a daughter. Violet is also married, but longer, and has 2 daughters. I didn’t have a previous record of cheating or anything like that.

I have 1,81 m height and my weight was about 90 kg at that time. I have a good sense of humor, and I am quite flirty with girls but nothing out of ordinary. I just started to lose weight when the pandemic hit. In April, it was 99 kg, 90 in June, and a year later I was 75 already. You can say that she was one of my main reasons to transform my look.

She is 1,60 m very petite with quite large boobs and awesome ass. Perfect figure, green eyes, beautiful face. A stunner. Probably every guy in work would like to have her. She likes to dress sexy, and just knows that men dig her. As for her character, you would just say that she is too nice to everyone, got everyone back at work. She is the best at what she does and is funny at the same time, and just lovely. Read more »

A continuation of my beach bar hookup in Cabo [FM]

This is a continuation of a fantastic Cabo trip with some good friends. If you didn’t read [this story]( https://www.reddit.com/r/gonewildstories/comments/qy6ksf/a_beach_bar_hookup_with_a_just_graduated_college/), it has the background that led up to this point.

After several hours at the pool, our group all headed back to the respective villas to rst and get ready for dinner Several of the group were frequent Cabo visitors, while others were on their first or second trip. The restaurant we were headed to, Tres Sirenas, was new-ish, in the last couple years, so even the frequent visitors were excited to try it.

We had grabbed drinks at the bar before going to our table and were being seated a quarter of an hour or more after the reservation time. There was no sign of McKenna, so I figured that the awkward invitation I had extended, coupled with no follow up from me, meant there was little to no chance she was going to join us. Besides, she was 21 and celebrating graduation with her friends, the last thing she’d want to do would be to hang out with a group of people anywhere from 16 to 40+ years older than her. Read more »