Category: gonewildstories

I 19 [M]just picked up a 32 year old milf [F] in my car and fucked

A really quick one this one is to be honest

I was talking to this girl on bumble

Shes 32, works in corporate which is very demanding for her, mixed type hair (brunette and blonde idk how to describe it lol) tanned, short, slim and busty.

She made it very apparent after a while of chatting that she just wants a shag to relieve her of some stress.

We couldn’t do her place for whatever reason and she obviously didn’t want to come my uni house so we agreed on just fucking in the back of my car, it’s quite spacious to be fair, I took out a seat anyways.

A few days later, I picked her up in the evening after work and we just drove to a car park and literally fucked.
She jumped into the backseat and I followed, we fucked in cowgirl while i was sat on the backseat. She was very much into making me cum as quickly as possible to be honest, she gave me no restbite. Read more »

[MM] My first gay bukkake

After my [first adventure](https://reddit.com/r/gonewildstories/comments/kkjlgj/i_37m_am_a_straight_cocksucker_mm/) and the [continuation](https://reddit.com/r/gonewildstories/comments/pzidoj/mm_apparently_i_am_not_so_straight_after_all/) under “supervision” and motivation of my former affair, it was now undeniable: I am bi…and I wanted more.

And yes, maybe I should talk to my wife about it, but she won’t understand and I don’t want to lose her. I try to morally legitimize it to myself by not having sex with my girlfriend, but just getting what my wife can’t give me: a nice hard cock. That’s not cheating…is it?

I’ve talked to my girlfriend a lot about this, telling her my fantasies and sending her stories that I masturbate to regularly. At times of our special relationship, I always took the dominant part, even during our trips to the porn cinema at that time.

Now she wanted to take my lead and push my boundaries further and further.

And so it happened that a few weeks later we met again in said porn cinema, this time she directly took full control. We paid and as soon as the door closed behind us I heard the click of a handcuff. Read more »

I [F] lost my virginity to my best friend [M] on our graduation trip

All this happened on my graduation trip to the west coast of Spain. The past weeks had been endless and stressful, especially due to my strict parents and the high amount of studying I had to do at school. Nevertheless, I had finally graduated and was now looking forward to a week of sun, sea and partying. Also, I was still a virgin back then and I was desperate to change that.

About me: At that time I was about 177 cm tall, had long dark brown hair and big almond-brown eyes. I was slim but not particularly athletic, which is why my appearance at the time was rather gangly. At that time I had small but firm B-cup breasts. Let’s assume my name was Alia. I was 19 years old.

After coming back from a day trip to Barcelona one day, we went to the city like every night to party in one of the trendy clubs. After spending most of my time in Barcelona with one of my best friends Alex, I managed to convince him to come with me to the clubs this time. Alex was a tall, lean guy with curly black hair and ocean blue eyes. In his free time, he mainly played computer games and at school he was more of a loner. In preparation for the final exams, he had saved my skin more than once with his mathematical skills and his calm way of explaining things. Read more »

By the end of the night my ass was red from guys hands grabbing me! [FM]

My freshman year of college i would party with my girlfriends at different frat parties at least once a week. Casual drinking, red solo cups, and really hot guys. Well it didnt take long for my friends to couple up and i was left as the last single girl. well around the end of the football season i was alone at a party. my friends had left with their bfs and i was really in the mood for fun. I decided to play a game of how many guys could i get to feel me up. I simply took my shirt off, claiming “its soooo hot in here” and i was wearing a black lingerie bra underneath so the guys could see everything. Within a few mins i had guys holding my waist trying to dance with me. I slowly moved around the room and let almost every guy run their hands all over my almost topless body and then one guy finally slowly moved his large warm hands under my bra and i let him feel me up in front of all his friends. Read more »

My [F]irst time fucking a [M]arried guy, twice my age on a business trip (long post)

A couple of weeks ago I got blind drunk with some mums at my older kids school and ended up sat in the garden having the first cigarette I’ve had since before my kids were born and telling one of the other mums some stories from my younger years. She seemed pretty shocked. Not only do me and my husband and kids live more than an hour outside of the nearest big city, where a lot of people got married pretty young and haven’t ventured much past London bar their yearly holiday to France but nowadays I’m a pretty reserved, sensible type. Always helping out at school events and organizing drinks for my small group of girlfriends. But until I was in my 30s I was pretty crazy and sometimes (quite a bit of the time these days) I really, really miss it. My husband was also the first long term boyfriend I ever had, before him I loved my singlehood and the ummm…. opportunities … it presented. Telling some stories to the other ladies got me more turned on than I’ve been in years and I want to relive more of those memories so I’ve decided to start sharing anonymously on here. This is really not the craziest one by a stretch but perhaps the memory I’m most fond of, at the time I felt ridiculously grown up and I loved it, so I thought I’d start here. Read more »

Sex with stranger [FM]

I am not a fan of random sex; it is something personal for me. I am more of a pansexual person. I am motivated and driven by intelligence of people. It takes time to get to know me and for me to get to know someone. Deciding whether to sleep or not is quite common for all girls. If girl wears a set of lingerie that doesn’t mean you made her to bed, it means you got laid. Unfortunate it’s not always scripted and terms and conditions apply to certain occasions.

I was in Sochi, that’s a tourist city in Russia, pretty rush, many tourists, many bars and clubs working 24hours. I stood in a Swissotel, quite fancy old fashioned hotel, wish delicious buffets and private beach, breakfast included got it with all discounts and on promotion for 110$/day pretty good deal btw.

I meant to have this vacation just for me, I just wanted to spend 10 days in peace, not be bothered by calls or messages or even ig notifications. I just wanted to relax and enjoy the silence. Read more »

[F] I pretended to be asleep when my ex [M] cheated on me with my roommate [F] almost daily

Back in the days , I was very nerdy, unpopular and kind of weird.. plus I wasn’t the most attractive.

I only had one friend which was my roommate, and I had a nerdy BF who was a virgin like me. We dated and he used to come to my place often to sleep.

My roommate was a bit more attractive, but they both were my only friends …

That once, when we were sleeping, he moved and went to her and they had sex.. but I just pretended to be asleep because I didn’t wanna loose any of my two friends…

It was happening very often and it was so weird because like my roommate could get alot hotter men but she kept fucking him everynight, and they both seemed to have so much fun idk, I never expected someone like him to cheat so blatantly..

I was jealous as fuck and I hated it like my mind hated it .. but it was so weird because some nights , my body would react positively to the sound of them fucking which I never understood back then and sometimes I gave in … but yea that’s my story without much details , I was young and dumb and inexperienced..

Our first (& best) experience with anal [MF]

So a little back story, me and my wife met at college and have been together 8 years years. After we graduated college, we stuck together and did the LDR thing for about a year. It was tough, but she only lived 2 hours away, so I tried to visit as much as I could and we made it work. Anyway this was, to me, probably the hottest thing we have ever done. So I went down to visit her at her parents’ house for a weekend. We hung out in her room mostly, but I dont remember all the details surrounding what happened. This it isn’t completely accurate but close enough. Read more »

What are your funny, embarrassing or missed opportunity sex stories? Here are two of mine from college. One was when I was 19 [MFF] biggest MO of my life! The other was 21 [MF]

1. In 2002 – Was in college a went home with a very petite sister of a friend. We tried every position and exorbitant amounts of foreplay and lube, but could not fit it in. I am very average size, definitely big enough not to fit. Approx 5 ¾ x 5. We ended up just trying to get it done with oral. After she came in 69 she sits on my stomach and goes to town. GREAT BJ, using both hands very energetic. I cum in her mouth she sits up right on my stomach and forces out the loudest fart ever about a foot from her face. Super embarrassing, she never mentioned it, but on the ride home she said she wanted a raincheck on the sex. We had a couple opportunities after that, but she was not into it. I imagine it had something to do we me farting in her face. Read more »

[M] – Girlfriend (27) opened up about she and her best friend getting railed on a Thailand beach next to one another

I hit a “jackpot” story last night while laying in bed with my girlfriend.

We had just watched the third season of You on Netflix and were discussing a scene where the protagonists are about to have a foursome.

She said “Foursomes like that are so fucking hot.”

“How would you know,” I responded, looking over at her and smiling. She started blushing and laughing. Of course I pressed her for details.

She had told me several times about the craziness of a trip she took to Thailand several years ago with her best friend (before we met), but she never told me this story.

She said that one of the nights, she and her best friend had gone out clubbing and met two Brazilian guys. The four of them hit it off and went to a few more clubs. It was getting late, but they didn’t want to go back to their hotel rooms yet. Someone made the suggestion of heading to a nearby beach that wasn’t heavily trafficked. When they got there, they moved to a section where there wasn’t anyone in sight. Read more »