Category: gonewildstories

[FM] The first time [cheating]

I won’t pretend I was naive the first time I cheated. The build-up to it started months beforehand. A good friend had just moved back to my city, and after a few fits and starts we settled on weekly after-work drinks to catch up. We sampled a few happy hours, but ultimately we found our regular spot at a small neighborhood bar. It was between downtown and our neighborhoods, so an easy stop, but not so close to our homes that we felt compelled to invite our husbands. It was a perfect spot for a girls night.

In a smaller bar like that, stopping by on Wednesday evenings like clockwork, it didn’t take much to start feeling like a regular. The bartenders knew our likes and made recommendations; they got to know us well enough to make small talk if we were clearly bored but steer clear if we were in a conversation. Read more »

Business co[M]es [F]irst [MF]

My first job out of college had a lot of travel. Since I was 23 without a SO, I was volunteered more often than not to go to wherever needed the extra set of hands. I enjoyed the work, but I didn’t exactly get sent to the most exciting places.

After a day at a customer site, I went back to my hotel room to shower and change. I didn’t really feel like driving, so I walked over to a restaurant across the parking lot from my hotel and tried to sit at the bar. There was only one seat left, so I asked the woman sitting next to it if it was available. She says yes, then looks up at me with the most beautiful brown eyes I had ever seen.

As I sat down, I check her out. Late thirties, pixie cut, black skirt, black jacket, and white blouse. She’s a little heavier, but even under the jacket I can tell she has huge boobs. Read more »

How to get Bi [MM] [MMF]

I have some older stories I shared with a fellow redditor in PM’s a while ago. She encouraged me to share them here, so, well, here we go.

This story is the beginning of my sexual awakening which was facilitated by a FWB [F] and one of my close friends [M]. It starts innocent enough. There is some mild MM stuff here, mixed in with some heavier MMF. The later stories get much more…intense.

Chris and I grew up together, and really became close friends in high school. Im about 5’8″, dark brown hair, tan, and now have a trimmed beard. Hes about 5’11”, light brown hair, clean shaved, and lighter complexion. We are both really slim and athletic, but not bulky.

We were inseparable when we were young – we always had classes together, had the same group of friends, etc. We went on spring break together once and spent weekends in the summer at his lakehouse throughout all of highschool. We even dated the same girls. We would ultimately go to college together and eventually share an apartment, among other things. Read more »

[mmf] first club visit

Was reminiscing with someone about the paradise spa in Chadwell Heath… not the best nor worst club I’ve ever been to but it was the first. I was living in Romford at the time (part of London I was told moving over, i now know better and actually live in legit London now)… so it was nearby. I’d never done clubs and after a year of being on fab and working up the courage to finally go meet couples a club was also on the list.

I did the newbie night on a Thursday. And yes I was super cool and arrived pretty much at opening time about 7ish. Was pretty sparse even after a few hours, handful of creepy single fellas wandering around with cold blank dead eyed stares, endlessly pinching their flaccid 1 inch dicks like roaming spectres. A few couples scattered about, I’m Irish so I did the natural thing and actually TALKED to them! Nice friendly chats, plus the lovely MILFLY girls behind the bar was immensely welcoming and cheekily flirting/encouraging me all evening. Read more »

[FM][voyeur] Teenage fun on school trip [LONG]

I am in my mid-30s and married now, but there is a hot story from my past which I would like to tell.

—- Please no PMs thanks, I do this for me—-

I was 17 years old, and had recently discovered my sexuality. I was never overly sexual (until I met my husband, haha), but let’s say that the summer prior to that school year I had a decent amount of fun (with people my age). Fast forward six months and we’re in the middle of the school year and I am so so bored. There’s no one I like, and the guys at my school are giant assholes. Spring comes around and we go on this school trip in a European city. I can’t wait to resume some fun from the prior summer, so I pack some speakers, a CD I was really into at that time, and as soon as we are in the room I start playing it. I am sharing the room with my best friends, so we are all in a good mood. At a certain point we hear noise from outside so we open the window, and what do you know, there are some guys at the window of the room next door, hanging out as we are. Read more »

My [M] only Craigslist hookup with a lady [F] in a mall parking lot

It all started with a post on CL for a Snapchat friend to exchange naughty photos with. I heard from a girl who happen to work close to me and we hit it off pretty well!

We started by sharing our bodies. She was about 5’3” and was thick with massive breast! Every morning we would start by sending each other morning pics which of course meant I was jerking off a lot…

We finally started live snapping each other. We would both be masturbating and would always cum at the same time, she said she always cums when the guy does. Hearing her moan and the wetness of her fingering herself was always too much to handle. But of course that lead to us wanting to try more.

We agreed to meet at a restaurant and chat to get to know each other better. Turns out she was married… not a deal breaker at all to me. I walked her back to the car and we had an amazing make out session and we went on our way.

That fueled the fire more… Read more »

[M]y handjob with a hurricane on the way

I decided to be bold with a former coworker on her birthday. We weren’t close and hadn’t really talked much during our time was coworkers… so of course we didn’t maintain much contact after she quit. But I would “jokingly” hit on her once in awhile while my wife and I were briefly separated. Anyway, for her birthday, I “joked” that I was obliged to send her a dick pic as a gift. Instead of just immediately blocking me, she welcomed the pic. We ended up exchanging pics all night and talking dirty to each other while my wife slept in the next room. She was mad at me that night. She usually is. My former coworker was 9 years older than me, but you wouldn’t have known it from the dimly lit full body nude she sent me right off the bat. The picture still drives me crazy. She was on her back with her legs bent over the edge of the bed. Her big tits looked incredible. I wanted to jump into that image and mount her. Closeups of her tits and pretty MILF pussy followed. Read more »

Fucking my girlfriend between dates with the wife [MF], cheating

Previous story:

[Fucking Lisa for the first time](https://www.reddit.com/r/gonewildstories/comments/b5tm0g/sleeping_with_a_married_coworker_in_her_own_bed/?utm_source=share&utm_medium=ios_app)

Quick recap for those who need one. I was separated from my then wife and a co-worker decided fucking me would be just revenge against her cheating husband.

However, it didn’t stop there. I had my own sad little apartment for about 18 months during my separation. Lisa and I didn’t stop. In fact she was kind of a defacto girlfriend. We talked all day. She came over when she could for not just sex but sometimes to chill.

She was short, blond hair below her shoulders and curvy all around. Very limber and just an amazing fuck.

Her husband and her were into swinging but had put it on hold to work on their relationship. Ironically I was also working on getting back with my wife.

Lisa and I worked on our marriages by fucking at least twice a week. It was not healthy.

We had no interest in being together permanently. Our arrangement worked out well. Read more »

[MF] I (m46) didn’t notice the signals at work. Hot chick came after me like she (F26) was going to get me no matter what! She did!

sorry this is kind of long….

So I work for a large company for the last 10 years. I am well known in my department. This new girl shows up in our department. She is introduced to me. Man, she is hot! Too hot for me, I got no shot besides, I am in a relationship that is in its final phases of ending. So I put aside my fantasy about her.

So I just train her about my job for an hour. Wow she is nice too, a deadly combo. But again she is 20 years younger, so I have to put her in the friend zone.

She sends me work questions more then the normal new hires do. There is also a flirtatious element to them. So I always respond back professionally. I don’t want to get in trouble at work. So we start walking together at lunch. She flirts harder. I am finally picking up the signal a little bit. She is also complaining about her BF a little bit. I am at the end of my rope with my SO. She gained over 110lbs in one year and is lazy. This hot girl at work is paying attention to me!! Read more »

[FM] He begged me to fuck him and I gave in.

Sorry for any typos, this is my first story and it’s on mobile!

I met this guy originally off of tinder. First thing I noticed about him was that he only had one arm. He bio was short and silly, basically making a point to acknowledge his one arm in a jokingly kind of way. I liked that. He seemed charismatic for sure. And he was cute, very cute- although about 6 years younger than me (He’s early 20’s, I’m late 20’s). It had me thinking about how I’ve never slept with anyone with missing limbs and became kind of grossed out about how I was fetishizing something like this- but I was curious.

I did the obligatory right swipe and we immediately matched. I was then geeted with the lovely message: “can I come slam that pussy?” Hmmm, where did this seemingly charismatic guy go?

I played it off as a joke and tried changing the subject and we added each other on Snapchat. Mistake. He was begging for sex from me. Everyday I was greeted with:

“Hey!!”

“Helloooooo”

“Come over and let me love on you”

“Please”

“Pleeeaaaaaase” Read more »