Category: gonewildstories

Best sex of my life(22F) ; Cheating with an older married man (42M) [MF]

A little bit about myself first. I’m a 20 year old female college athlete. I’m 5’3 blonde hair , green eyes, fit with some muscle. I also make top grades .I go to church, i’m an exercise health nut, and like to play games. I’m a bit of an introvert.. My major motivation usually is I don’t want others to be disappointed in me. I started dating a guy over the summer my parents set me up with through church. He is good looking, nice and caring but something is missing. I said yes to dating him because my parents loved him. The hardest thing about dating him is he wants to wait for marriage to have sex . I have become very good at putting on a mask and pretending to be happy while pushing down what I want so I haven’t broken up with him.

My story starts with me coming home for 3 weeks during holiday break. My family consists of my mom , dad and older brother. Both my parents are super religious and are very active in church. They also both work a ton as Corporate Attorney’s .We are pretty well off and I’ve been fairly spoiled most of my life. Read more »

[MF] I’m a Madam, and a Sports Player is one of my clients.

I’m a Madam, and I set up “dates” between Instagram models and interested clients.

One of my clients is this sports player. Let’s call him John. I met John at this party his agents and entourage was hosting. I’m mingling, socializing, I have one of my models with me – just hanging out. She’s attracting some male attention, and that’s how we meet John and his agent. From there, we talked about each other’s businesses and that’s how we started working with one another.

John’s agents were the main point of contact for all this. John, like many sports players, is constantly on the road. For his road trips, I would arrange for someone within my ‘network’ to fly out to meet him at his hotel. With each new city, there was a new model. So on a road trip, there could be 3 or 4 models that are rotating and flying out. It’s always a logistical nightmare trying to coordinate this, but it’s well worth it. Personally, I only met and spoke with John a handful of times. We always talk ‘in between the lines’. Nice enough guy, but I mostly talked the details with the agents. Read more »

[FM][Cheating] I kinda gave my boss road head this past Friday night..

Hi, my name’s Anna. I’m 23 years old. I’m short, kinda petite, with a toned white skinned figure and light brown hair that goes to my 32B breasts. I wear reading glasses, and would describe myself as cute. The ‘girl next door’ type perhaps. I don’t think anybody would consider me to be the hottest girl around, but I feel most people find me to be attractive too. At least, that’s my interpretation with my history.

I finished college last February in 2018. I started my ‘new’ job in the beginning of the summer. June to be exact. It’s my first real job in life that wasn’t retail or serving. It’s full time, I get benefits, and there’s a corporate HR team that sends bullshit emails every week.

Since starting, I’ve found my boss to pretty handsome and admired his looks. He’s older, in his early 50’s. He’s well dressed, well groomed, and has a confident dad vibe to him. He’s not skinny, not overweight either. Things were a normal worker-boss relationship at first. I was new, and *not* comfortable at my job. So I didn’t really talk much to others, only those that work closely with me. I’d also be nervous around him since he’s my boss, and I get anxiety too. Of course, like anything in life, I did get comfortable with time and we started to talk more. He even bought me coffee certain mornings which is very cute. I love Dunkin :) Read more »

This is a story all about how [m]y life got [f]lipped turned upside down…

and id like to take a minute, just sit right there. ill tell you how I LOST MY VIRGINITY to a bomb with dark hair!

now that i have your attention haha… I will be telling an in depth story about my first time. It will be very informal but hopefully a good read. This is coming straight from my memory and not pre-meditated so bear with me.
Thanks for reading!

—Setting the story—

I grew up in a small northern town. Nothing exciting happens. Everybody knows everybody. 100% white, old, simple town. I am part of a quite large but very close group of friends. One friend had a female cousin (adopted into the family as a baby) who is the same age as us and lived a few hours away in the “big city”. She came to visit every summer and would hang out with us. She was an attractive girl but I never thought of her “like that” until the time this story takes place. She stuck out like a sore thumb around here because not only was she from the city, but she was also NOT WHITE. Nobody knew what her ethnicity was but her best guess was Black&Asian. Over the years she kinda became “one of the guys” Read more »

[MF], [FFM] Rooted on while having public sex in Amsterdam

4 years after my divorce I was working in the U.S. for a large company that was headquartered in the Netherlands, about 70 minutes outside of Amsterdam via two train rides.

I had to go to the corporate headquarters several times for training. I went for 2 weeks in March, for 1 week in June and then again in August for 2 weeks. This was back in 2010.

Like many large companies in Europe, there were many different nationalities of people working in the corporate office there in the Netherlands, just a few of which were Chinese, French, German, and Middle Eastern and even someone from Northern Africa.

On my first trip to the corporate office in March, ties took me out for dinner on Tuesday night and they had a few of their friends, not from the company, join us.

One of their friends was a lady named Tereza and she was originally from the Czech Republic but she was living and working in Amsterdam then. Tereza was friends with both of the Chinese ladies that worked for the same company I did. Tereza and I hit it off with each other right away there that night at dinner, which went on for almost two hours and was followed by walking around and going in and out of other establishments. Read more »

First Time Hotwife True Story: Afternoon Rendezvous [FM]

Part 3

**Disclaimer: This is a true story of events that just recently happened. Chronicling them to keep the memories fresh and sharing for fun. All names and identifying factors have been changed to protect my stallions.*

So. When last we left, I had fucked Armando in a performance arts center office and accidentally left my hair clip behind. No big deal but a fun side plot later on and good to remember.

It was a week later. He had texted me everyday and there may or may not have been some fun sexting somewhere in there. It was another event at the club. Another hotel but with a completely new emphasis. No longer was this strictly about having a place to go so I didn’t need to drive the hour back home. I stood in my bathroom, far more aware of my look then before with my loving, wonderful husband leaned against the door frame watching me with a teasing smirk.

“You know I’m probably going to sleep with another man, tonight, right?”

“And you know I love you,” he shot back.

“You’re ok with this?”

“Are you ok that I’m ok?” Read more »

[MF] Fucking My Former GILF Apartment Manager Inside The Office

Nothing new has [happened with Lauren](https://www.reddit.com/r/gonewildstories/comments/abb53f/mf_last_christmas_i_fucked_my_stepsis_part/) this past week, so I figured I’d tell you all about the time I fucked my former apartment manager. Yes, I realize the “GILF” in the title might have made some of you think, “I don’t know about that, bruh,” but you’re obviously here now, so it looks like you’re invested. You made the right decision because the grandma in this story is not 80-years-old and carrying around three pounds of hard candies inside her purse.

​

The grandma in this story is 47-years-old. She was barely a grandma, okay? Her son and his wife just had a baby the year before this ~event~ took place. Paula was the apartment manager of the first building I ever lived in by myself. I was 20-years-old and didn’t know much of anything. I was barely making rent every month and Paula was always understanding when I was a few days late. We had a system and she trusted that I’d drop off the check before she had to get anyone else involved.

​ Read more »

My wife was a cheater [MF]

So I have a few stories that my wife has shared with me about her past. She has a bit of a slutty side, but by some of your standards she’s probably a good girl.

When my wife was in college, she was dating a guy from her hometown who went to a college nearby. She had one roommate who was also a girl from her hometown, but they didn’t have much in common beyond that.

She said that her boyfriend had an apartment as well that he shared with one his best friends from back home as well.

Her and her boyfriend had some rough patches, and would be a little bit on again off again. She said they would sometimes break up and within the week get lonely and she’d end up right back in his bed.

During one particular rough patch (though she did say they were still dating), her boyfriend’s friend and her roommate were hanging out by the time she got home from wherever she had been. Read more »

[Mf] I (38) Get A Hotel Room In Pasadena And Hook Up With 20 Year Old Who I Met Last Month From Her Craigslist Ad *w/ Pics*

This happened 2 nights ago, so it’s fresh in my head (for those that want the express version, read below the page break line).

I responded to a CL ad for a dress about a month ago for my secretary because we were going to a formal Holiday party about 10 days before Christmas. BUT, the distance thing was proving difficult. The CL girl lives about 70 miles North of L.A. and I live in North San Diego…. I really liked the dress though. Over the phone she sounds cute and we have a good rapport. I tell her for what occasion the dress will be used for and she seems intrigued. We talk a few times and we come to the conclusion that the distance is just too great to make it work, so I end up getting Erica (my secretary) another dress. Read more »

How I (36m) fucked the (19f) hostess from work [MF][Cheating]

***I’ve worked in restaurants (kitchen) for a long time, either as a line cook or manager. Most people who have a bit of experience working in those places are aware of the kind of debaucherous people that tend to inhabit these establishments and the kinds of things that regularly go on after (and during) work. They often involve alcohol, drugs and sex.

While I have many stories of work-related encounters, this one is fairly fresh and a highlight, so here goes.

I was working for a busy restaurant in a ski town that had lots of seasonal workers, including many people from other countries, high schoolers and traveling laborers.

A couple summers ago, i the normal parade of new people who come and go in my restaurant, I was introduced to Amy and she would be hosting/food running for the summer between her senior year of high school and college.

I often worked a station that sat out in the middle of the dining room and thus I ended up socializing with many customers and co-workers over time. Amy was one of the people I chatted with most, as she would be bored and end up hanging out by my station. Read more »