Company Event [MF]

Most of us have company events. We go because we should. I’m lucky to get along with most of my coworkers so make the best of it. A small group of 6 of us go to another bar for the after party having a couple of drinks well into the evening. I have a coworker, Anne, I’ve always been cool with but never flirted with her. She in her early 40s and in my early 30s. She’s a milf. Blonde. Great body, nice legs, and perfect (fake) tits. She’s known For being demanding but I don’t mind her. We are talking through the night and I realize I really enjoyed our conversations. Nothing sexual but thoughtful conversations.

As all of our coworkers left one by one, I realized it was just the two of us remaining. Out of no where, she puts her hands on mine and says “I want to make out with you right now”

I always thought she was attractive but I never fantasized about fucking her. That changed in an instant. We immediately paid our bill and left. We go to her car and I get in the passenger seat in the bar parking lot. She immediately straddles me with her black dress naturally riding up exposing more of her legs. We’re making out like teenagers while my hands immediately travel up he dress. She starts kissing and neck and nibbling my ear.

One Night Stand at the Hotel Bar [MF]

About five or six years ago…

I’m sitting at the hotel bar after a long day at a work conference. I’m traveling for work and staying at a “resort” with an outside bar that best resembles a tiki hut.

As usual, I’m eating dinner by myself, having a few drinks, and watching the bar TVs. The bar overlooks the ocean with no beach access to speak of. Otherwise I would describe the place as dingy and definitely a place that has seen better times. When I checked in, I mentally cursed the people who arranged this hotel.

The bar is maybe half full with a mix of locals, vacationers, and people traveling for business. The vibe is strange with little old men karaoking Sinatra songs non stop. I’m on the corner of the bar with people seated on either side of me. To my left, is a cute brunette. She’s white, maybe 5’3”, late 20s, medium length hair, and fair complexion. She’s curvy in the right way but not really fit nor out of shape. She definitely had the hippie/420 friendly vibe. We make small talk about the events on the tv and make a few jokes about the singing while openly admiring we cannot sing much ourselves.

[M]y a[f]fair with a trainer: Part 2

[M]y a[f]fair with a trainer: Part 2

Sharing more after the positive response from [my last post](https://www.reddit.com/r/gonewildstories/comments/tsc6x3/my_affair_with_a_personal_trainer/). Scroll down to the ***** for the action but you’ll miss out on some context.

My head was a whirlwind. I just hooked up with a gorgeous woman I just met at the gym maybe twenty minutes prior and no number. The next day, I hit the gym and paid a little more attention to how I looked and dressed. It was a light day but I was hoping for much more.

I get there in the early evening and Maria is nowhere to be found. Damn. I keep doing what little training that I needed to do and wrapped up with some mobility work and stretching (seriously guys: do more of this). I’m in a separate room in my own world looking at Reddit on my phone when I hear a “Hey there!”

There’s Maria. This time I had a much better view of her: she’s about 5’6”, just adorably cute in the face with nice dimples. On this day, she’s wearing teal leggings that clearly showcase her sculpted legs. She’s wearing a hoodie over a dark colored top that shows off her sexy, sleek abs. Her body type could be described as some combination of yoga instructor and CrossFit athlete.

[M]y a[f]fair with a personal trainer

Made this account to write a few things. If you all enjoy, I’ll write more.

This was a few years ago. I’m 30 or so at the time. By day, I have a desk job but I spend a lot of my free time running and lifting. I’m married so generally keep to myself but I’ve made great progress in the gym so I keep with the habit.

On a random early evening, a new personal trainer was doing a walk through at the gym I go to. Absolutely stunning woman: she’s wearing tight leggings and a form fitting tank top. Blonde, quite fit, perky tits, amazing ass, and icy green eyes. Mid twenties and easily out of my league. The owner is showing her around when we make eye contact. I’m legitimately taken aback by the connection I felt. I’m also the type of person that goes to the gym to work out so I quickly and awkwardly put my head down and go back to deadlifting.

About fifteen minutes later, I’m about to do my last set when the trainer approaches me. She says:

“Need some someone to watch your form?” And winks at me.