Category: gonewildstories

How I fucked my married boss in her own house. [M][F]

After reading many of your stories I figured I’d share my only non vanilla experience. A day and time I wish I could relive. Excuse my story telling as I am horrible at it.

This happened 6 years ago. I was 21 at the time going to school and I was working part time at a resturant. I hadn’t planned to stay long but eventually the crew became family to me. A little context about my boss. She was in her early 40s, was married and had two younger kids. She was absolutely gorgeous. She was ‘5″7 and had a story book ass and tits that looked fantastic. She was a regular gym goer, her body was fantastically toned. She constantly got her light brown hair done and it only added to her sex appeal. She didn’t like working the cash because of the amount of guys who flirted with her. Despite that, she was a complete bitch to work with, it was her way or she sent you home, but the few guys working there didn’t mind because quite frankly she was fucking hot. Let’s call her Janet. Read more »

Mutual Masturbation with my college ex [MF]

This story happened a few years back towards the end of college. I was in a long-distance relationship with a girl who was still living in my hometown, as you can imagine there were many a trip back home to spend time with her. Every time I made this journey home, I’d pass through the town where my high school ex was currently at college (Alexa). Alexa had broken up with me the summer after high school, claiming that she needed to “experience life” and didn’t want any attachments being away from home for the first time

Fast forward 3 years – I’m driving on my way back home to school one Sunday evening and I send a text to Alexa asking where a good place to eat dinner in her college town is as I’m on the road, hungry, and its getting dark. She responds back & I head to the place she recommended to eat. I’m not two steps from getting back in my car when my phone lights up, it’s Alexa again
Alexa: How was your dinner?
Me: Could have been better
Alexa: Come by and let’s change that Read more »

[MF] [virgin] friend’s sister wanted me to take her virginity

I have been friends with this girl’s brother for several years now. I had come over and visited more times than I can remember. His sister is much younger than he is, so she never was hanging out with us at all. She was around 5’7″, chubby, and really cute. Her hair was often braided, and she had a VERY innocent appearance. Her voice was high pitched and squeaky. I remember shortly after she turned 18, I started looking when she was around. She would wear these really tight leggings, which were smaller than what she should have worn, and she would sit with her legs crossed on the floor. Of course, usually, her mother was there, as well as her younger brother and my friend, so I only got small peeks. She would sit there and cross her legs on the floor and bend over, so she was pressed down into the rug. Her leggings would slide down in the back and you could see at least half of her ass crack, which was really hot to witness. Read more »

New friends [MMF] [Bi]

This story is 100% true. Every word.

I have been in the Lifestyle (Swinging) for 12 years, always as a Single Male. I’ve learned what the rules are, what is expected, etc. I’m also bi, which makes things a lot more complicated, especially since after 12 years, I know what I’m looking for and what I’m not. I have traveled a lot and lived in several major cities and at least one smaller city, which is where I currently live. It’s also in the heart of the bible belt. I only recently moved back here, and while the area has drastically improved, I was certain that I’d never find a full-swap bi couple looking for a bi guy, let alone one that was my age, could host, and was attractive. Somehow the Lifestyle gods decided to cut me some slack, and after only a month, exactly this couple fell into my lap. (No pun intended.) Read more »

Confronting Big Mike [MF]

After my last encounter with Luis and Big Mike, I told my husband that I’ve been dying to reveal myself to Big Mike. My husband was very supportive with the whole thing. He warned me that if I did, it will open things up for him to want more.

Just thinking of the idea had me even more anxious to do it.

One day at work, I decided to go for it.

I had a pair of sunglasses that Big Mike left behind that day. I had it in my hand as I walked in the building and saw him at the front lobby of the building. It was perfect timing because he was by himself. Usually he is with a few other security guards.

I greeted him as usual and handed him his shades.

He had a confused look on his face. I had to tell him that he left those behind when he met us at Luis’ place.

Big Mike: That was you?!!

He had to cover his mouth to not sound too loud.

Me: Yes it was. And thank you for that. Read more »

Blind Date [MF]

I’m 25 years old, and I’m working on my career. I don’t have the time or desire for a relationship right now. Not that my mother understands that. That’s why I found myself coerced into going on a blind date last night. “He’s a good man.” She said. And that’s how I found myself sitting across a table from a 30 year old, recently divorced man.

My mother doesn’t know it, but a good man really isn’t my type. I’ve been fairly promiscuous since high school. I’m bisexual, and have enjoyed group sex for many years. And I currently have a few fwb’s that I play with regularly.

So an actual date wasn’t something I was in the mood for. Yet there I was. I have to give my mother credit though. She knows my type. Josh was about 6’3. Athletic build. Short, dirty blonde hair. Nice smile.

We made all the pleasant small talk. Hobbies and pastimes. Hopes and dreams. Etc. etc. etc. He was a nice guy, but I still wasn’t interested. He wasn’t interested in a relationship either, and both of us could sense it. Read more »

[group] [public] [voyeur] Adult bookstore play

Late this afternoon I went to an adult bookstore in the suburbs of the town I live in. It’s a generally clean place and it’s inexpensive enough that it’s worth taking a shot that a woman may show up. I have gotten off a number of times to a decent looking female getting fucked in public. The place has a adult theater, private spank booths and a co-ed spa. Most of the clientele is gay or crosses dressers and they are generally cruising through the common areas looking to get off. I was walking down the small hallway where the spank booths are and I heard a woman cumming. Even though it sounded live I questioned if it was one of the movie volumes being turned up. Soon after, the door opened and two black guys were going to town on a white BBW. And she was loving it. They cracked the door so guys would look in and soon after they all came out. There is padded bench behind the big movie screen and they went directly there. Her guys were more than willing to share. She was sucking one dick, jacking another, and guy after guy fucked her. She was loving it and came multiple times. I didn’t participate, it seemed dangerous as a few of the guys were not protected. But it was hot and I came twice watching and jacking off.

My bragging story. Three girls, three countries, 24 hours. [MF] Part 3

Part 3 [part 1 and 2 here](https://www.reddit.com/r/gonewildstories/comments/6lxqei/my_bragging_story_three_girls_three_countries_24/)

I got a text from Isabella just about when I was boarding the plane to Stockholm. It had directions on what train and metro to take to get to her. She even wrote the departure times. She would meet me on the platform near her dorm and escort me to her place. The plane, train and metro took about 2 hours. I arrived at the platform at precisely 18:22 as the itinerary said I would, and almost ran Bella down when I jumped out of the metro. She is a petite little thing. 167cm, around 50 kg with small B boobs. Dark hair and dark eyes. Such a pretty face. We hugged and exchanged pleasantries. We talked to much on the way to her dorm that I did not notice the surrounding area or how to get to the metro from her place. I would be in trouble if things went sideways. Read more »

My bragging story. Three girls, three countries, 24 hours. [MF] Parts 1 and 2

This true story might take a while to get through as it involves three girls, three countries and happens all in 24 hours.
English is also my 4th language, so please ignore all grammar errors.

Hi, I am me and this is the story of the day of the three.

I survived an almost fatal accident in 2003, with only a scratch, and also I survived a terrible disease that I had in 2003 and 2004. I was on the top of my world and was hating life. I felt invincible but really wanted to get hurt by someone, to feel real. People were pampering me because of what I had been through. It´s funny what you can get away with when people feel sorry for you. I also noticed that I was getting a lot of almost “motherly” attention from girls. I could wrap most of them around my finger, if they knew my story. Read more »

[MF] Neighbors’s 4th Of July Party

My neighbors were having a party and invited me. Being a good neighbor i asked if I could bring anything or help. The wife said just bring your swimsuit. When the day came, I saw the husband running around getting the house ready for the party in 3 hours. I walked over and chatted for a little bit and asked if I could help. He said oh thank god! Yes! He said he was about to mow the yard but he was sure that the wife would have some work for me to do.

So I went to the door, knocked, and walked in. I called out her name, Sherri, to find her. She replied that she was in the kitchen. So I went to her to offer my help and went I got to her I saw her in the sexyest bikini I have ever seen her in. I said to her the I think that she was the sexyest woman in the the neighborhood. She was. She was 42 years old, 5’9”, About 130, with a great set of D-cups, and curves to match. She said that I was too kind. She directed me to the garage to grab some chairs. When I finished I came back inside for my next assignment, she told me that the rest was waiting for the yard work to be done, have a beer, and relax. She gave me a beer and chatted for a few minutes. The whole time I was looking at her tits. She is one of those people who waves her hands when she talks which made her tits jiggle when she did. This gave me a massive erection. She noticed my friend in my shorts. Read more »