Gay Boss Stories

2,300 results
Orientation
Length
Source
Infinite Scroll

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...

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...

Box Shaped Heart Ch. 15

by laurasfox on Jan 14, 2019
Gay Male

Chapter Fifteen - Doors And Walls It was late in the evening when he finally went home. He had taken the car and driven aimlessly for hours, trying hard to ignore the mess in his brain. Like a burglar, he sneaked into the house. Maybe Aron was already asleep and he wasn't going to offer any explanations now. He took off his shoes and began to walk slowly...

Construction Boss

by Thormand1963 on Jun 8, 2020
Gay Male

One evening as I was driving home from work I encountered a traffic jam due to a multiple car pileup. I didn't want to sit idly in traffic so I turned off into a residential area figuring I could find my way home. It might have taken longer than waiting in the traffic, but at least I would be moving. Winding through the residential streets I saw a new house...

Colby Ch. 01

by Emmint on Jul 3, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. * Colby Peters looked up as Jack Prescott owner of the firm Westcom passed through the office on his way to the emergency board meeting. Although he gave Colby a smile Colby could clearly see that he was worried, orders had been drying up recently. Colby, the youngest of the tele...

In Bed with The Boss Man Ch. 02

by andy190 on Sep 14, 2017
Gay Male

"How you doing Andy?" Tony asked as he ruffled my hair to wake me from my sleep. "You really dozed off there boy." he continued. "Hope I wasn't too much for you?" I must have been more tired than I thought because I didn't remember anything after ,,, Oh yes I did. My face reddened as it all came back to me, the seductive shower, the blow job and then the f...

A Very Special Man

by Samuelx on Aug 18, 2017
Gay Male

I was perhaps nineteen when my adventure with Louis happened. The year was 2004. It was the year George Bush defeated Jon Kerry, the good guy among the Democrats, and took the White House. It was the year I lost faith in the system, and found myself becoming a misanthrope after seeing so much lying, cheating and backstabbing, both among normal people and tho...

The Indian Doctor Ch. 05

by KeithD on Jul 30, 2019
Gay Male

I stopped going to play tennis on Saturday mornings. Instead I went to the compound on Sathorn Road, where the host and one of the men living with him, the black captain, had a private tennis court. The host didn't play; he'd sit there by the court, under an umbrella, sipping his martinis and watching the black captain and me play. They had other men living...

A Hike with the Boss

by timmywells on Aug 18, 2017
Gay Male

For 19 year old Randy Davidson, the intern position at the printing company had begun as something to keep him busy until college resumed in the fall, but after the owner of the firm took a liking to the lad things changed. Maybe it was because George Beck sensed that the young man had similar feelings toward him, despite the fact that at 64 he was more tha...

Spark & Stone - Ch. 09

by laurasfox on Nov 4, 2019
Gay Male

Chapter Nine - When Will You Be Home? "So, was no one else available to take care of all these?" Aidan questioned while pointing with a pen at the huge stack of folders on his desk. One of the promises he had made to himself was to be more assertive. At least, that was one of the things the motivation audio books he was listening to on his way to work ever...