Gay My Boss Stories

22,166 results
Orientation
Length
Source
Infinite Scroll

Becoming His Prison Bitch Pt. 03

by LittleKay on Dec 10, 2018
Gay Male

Loving every comment, they make me squeal with joy! MyLadyInChains; Thank you for your broad support of my work, every comment has made me smile. I don't have works elsewhere, I'm a once site kind of gal. I've only recently started writing stories because my fiance doesn't like it when I make stories with other people on forums. Boo! So hopefully there will...

Spark & Stone - Ch. 16

by laurasfox on Dec 9, 2019
Gay Male

Chapter Sixteen - #TGIM Aidan sat at his desk, fired up his computer, and began browsing through his e-mails. Leaving aside the spam that seemed to find him no matter how hard he tried to keep it his inbox crap-free, a few social media notifications that he ignored since they just showed how happy some people were, and newsletters from online shops he only...

Great Meeting Ch. 07

by CandPS on Aug 17, 2017
Gay Male

I wake up in the morning and can't believe how happy I am. After months of fantasizing about Rob, I'm wide awake in his bed and feeling absolutely wonderful. We greet each other with a kiss and immediately my cock is at attention, as is his. It appears that we are hopelessly aroused by each other and our lust is evident. I look in his eyes and they appear t...

The Quarry Ch. 02

by the_apocalypse on Aug 22, 2017
Gay Male

The rest of the day dragged by with nothing to do but read the handbook, eat the food that was brought and lay in the cell. None of us even got let out for a couple of hours exercise, and eventually the lights were all switched off and the wing descended into complete darkness. I dropped the hand book, stripped my jeans and vest top off and climbed into my b...

Killer Sex Ch. 01

by willbass1331 on Aug 18, 2017
Gay Male

Chapter 1 - My Boss I hate my fucking boss. He casually strolls through the cubicles glancing over everyone's shoulders making some asinine comments. So pretentious, pompous, and touchy. Walking with a gorgeous douchey smile showcasing his bright white teeth. His brown hair is combed over without any gel. When I would look at him, his green eyes would l...

Avenging Angel Ch. 02

by BabyJamesBoy on Aug 18, 2017
Gay Male

The memories kept coming to me in the form of dreams, or I guess nightmares would be more accurate. In the dark the feeling of being helpless and used like a blow up sex doll would wake me from a sound sleep. My girlfriend blamed my lack of interest in her usually charming ways on the stress of building up my career in music; I knew that my problems ran dee...

Something To Remember Me By

by timmywells on Aug 18, 2017
Gay Male

It was time to pack my things and leave the dorm room that I called home for my freshman year at Hobart, having done very well in the classroom and more surprisingly having survived sharing the cramped quarters with a roommate who was the exact opposite of me in many ways. It had been a shaky start for us, with him always suspecting that I was gay from the...

Everybody Does It: Day Four

by timmywells on Aug 29, 2017
Gay Male

Just a reminder that this story contains graphic sex between dominant and submissive categories, although the sex is not completely gay in nature, and there is a degree of humiliation involved. At this point, reading the previous installments would seem to be helpful in understanding the story. ... Paul Lombardo felt empty as he packed up his briefcase be...

Sucking Up to the Boss

by REINER BENT on Sep 1, 2017
Gay Male

I used to work in a big multinational corporation. At that time, I had quite a few problems in my personal life and I could not concentrate on my job. Soon, it became obvious to all my colleagues that my days at the company were numbered. One day, the boss's secretary informed me that he wanted to see me. His patience had run out. I went to his office right...

Spark & Stone - Ch. 25

by laurasfox on Mar 16, 2020
Gay Male

Chapter Twenty-Five - High Five! His agent wiped his forehead with a pristine white handkerchief and, with studied gestures, folded it and put it back into his pocket as if he was trying to buy more time. Heathcliff tapped the desk with his fingers, knowing well that the small rhythmic sound was getting on Harry's nerves. "Why now, Heathcliff?" Harry asked...