Gay My Boss Stories

22,166 results
Orientation
Length
Source
Infinite Scroll

The Table That Turns Pt. 01

by Usualsuspectksa on Aug 18, 2017
Gay Male

My story begins in the way so many stories begin. I was happy, married to a beautiful woman, a successful career that had seen me climb to the top through many years of hard work and determination. Never once had I ever questioned my sexual orientation in my life. Everything had always been about beautiful girls and vanilla sex. As for my job, over the years...

Luca Ch. 02

by Ongyilkos on Oct 15, 2017
Gay Male

I head back to my desk to pack up my things and head out. I just about walk face first into the glass doors of the office, since my mind is preoccupied with other thoughts - other thoughts that include me on my knees in front of my dickhead of a Boss with his dickhead in my mouth. Just the thought of that very recent memory flushes my face a dark shade of cr...

Tied Down and Made Up

by Thlipsi on Sep 14, 2017
Gay Male

This is my first story, be gentle please. As a general rule, I am usually hot. No, I don't mean hot as in attractive, nor hot as in horny. I mean hot as in temperature, as in sweating, as in wanting to walk around in your birthday suit in an attempt to cool off your body in the flaming heat of summer. But that often applied in winter as well. Walking down...

Bending the Straight Barman Ch. 02

by Tiberius58 on Aug 18, 2017
Gay Male

When I woke up next day, I felt different. I remembered that I had been fucked the previous evening by the manager of the bar where I worked part time. I could still feel a slight soreness where the guy's cock had hammered into my virgin ass while I was bent over his desk, and as I lay in bed I started to get excited about what was still to come. I suppose...

Friends, Sexcapades and Love Affairs Ch. 08

by laurasfox on Oct 12, 2020
Gay Male

Chapter Eight -- Good News And Bad News Adrian woke up with a yawn and stretched, blinking hard to chase away the sand from his eyes. For a moment or two, he felt the place next to him with one hand. He sighed. Somehow he doubted Edward was in the kitchen, making waffles. But there was no point in being disappointed since Adrian was not at all into that kin...

Catching the Eye of a Mob Boss Ch. 01

by Her11 on Mar 21, 2018
Gay Male

Jace: I was late for work when I bumped into him, well actually I bumped into his very angry body guard. Who grabbed me and nearly flung me into a wall, trying to get me away from his boss. I didn't hit the wall but I did fall to the ground on all fours and all my papers and charts scattered across the sidewalk and one of them would have ended up in the roa...

A Stripper's Romance

by john antony on Sep 17, 2017
Gay Male

Disclaimer: The following account is a fictional story of sex between two adults. If you are not allowed to read such stories by law or by any reasons, do not do so. Otherwise, enjoy. Any comments and feedbacks are welcome -John Antony Till the day I had seen him, I was the most care-free person in the world. Everything was perfect. I had good looks with g...

Skin & Ink

by Romance47 on Sep 1, 2017
Gay Male

Angel Saviter walked out of his home of two years heading out to find a job. Angel is 22, about 5' 11" with black hair and coffee brown eyes. He was recently fired from his last job at Olive Garden because he would often get their late due to his lack of transportation. He was lucky that he didn't have to worry about paying rent because his Dad was always t...

Awakenings

by dkmywife on Jul 3, 2019
Gay Male

My world was upside down. I was in my early twenties, my parents had died in a car accident a year earlier and I took possession of the house. It was paid for so all I had to do was pay taxes and utilities. I had a girlfriend but that was a loose relationship more than a committed one. In fact I had just walked in on her fucking some guy at her kitchen table...

Diary of a Cock Sucker Ch. 18

by Bicyclist on Sep 14, 2017
Gay Male

In which our hero finds commerce. It is a rainy Saturday afternoon and my wife and I are having lunch at a bistro restaurant. The weather means that the training ride has been canceled and so I have a leisure day. We have decided to lunch and then there are some shops nearby where my wife wants to browse and do some craft shopping. We are near the end of a...