Gay Boss Stories

2,300 results
Orientation
Length
Source
Infinite Scroll

Bad Luck for Me

by Triplebottom on Aug 18, 2017
Gay Male

I wasn't very happy. My boss made me take a vacation because I hadn't taken one in years. Ever since I divorced my wife, I simply drowned myself with work. I didn't want to date or even look at another woman. I was just so damn heart broken. Heather was perfect to me. I guess she didn't feel that way about me since she had an affair with her old crush from h...

The Target Ch. 04

by Arryl4 on Sep 14, 2017
Gay Male

Started another series. It's confusing as hell but then it starts to make sense... I think... So do me a fav and go check it out. It's called "Sinful". If I get a thumbs up I'll go ahead and continue. If not... Anyway, thanks for the feedback on The Target! I squeal like a little schoolgirl every time I get a comment. So keep it coming! Chapter4! -----...

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...

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...

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...

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. 04

by laurasfox on Jul 27, 2020
Gay Male

Chapter Four - Secret Crush Mike examined the fern guarding the door to the elevator like an extra from an alien-themed movie, something about overgrown biota taking over some distant planet. He could take the stairs, but it was just something about elevators he liked. The idea that he was, for several seconds, in the hands of a machine, pleased him and tic...

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...

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...

Progression Ch. 12: Duties

by klapperz on Jun 18, 2018
Gay Male

The next morning Nathan slept in, glad he didn't have to get up for work as usual. He lay in bed, wondering what he would do during the day. He thought about the tasks Kevin might make him perform, and if he would get to taste his cum again. At 9.15am Kevin entered the bedroom, saying "Excuse me? Is there any reason you are late?" "Late? Kevin, I got fired...