Gay Gay Boss Stories

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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...

Ouch My Ass

by whooper on Sep 5, 2017
Gay Male

My name is Bob. I have never considered myself to be gay at all. However, I would occasionally glance at other guys and wonder. Well, one day I found out what it was like to be gay. I am about 5'9" brown hair, green eyes and 31 years old. My dick is about 8" long, 3 inches wide and I have a strong sex drive. I had been eyeing my boss for a while, his name wa...

Stag Night

by exxxwriter on Aug 18, 2017
Gay Male

Sam hit the floor hard, the cheap carpet burning his knees and the palms of his outstretched hands. The office was small and stank of stale liquor and cigar smoke. Sam gathered himself into a crouch, instinctively covering his nakedness. At twenty-four, Sam still had the lithe body of teenager, but benefited from the gentle chiseling bought with hours in the...

My boss fired me

by YifftuSome on Jun 1, 2020
Gay Male

I can't believe this. I'm getting fired? I joined here just two days ago. And I'm getting fired for misplacing ONE document? The boss was silent for a while after he told me the news. "Look Clinton, I don't hate you. But I hate carelessness. I think you have a lot of that. And I don't want that in my office," Evan smiled the whole time while he was lecturin...

Burning the Candle at Both Ends

by lustlist1988 on Aug 18, 2017
Gay Male

After your requests, this is the sequel for the story a head over the clouds Ch.2. I just changed the title as it doesn't represent the events anymore. Enjoy! -All characters are over 18 years old. ***** I can't recall for how long I was just looking up at my boss, dumbfounded. Before he reached his hand to me, to help me get up. My first master stood wit...

Gay Debate

by Timber on Aug 18, 2017
Gay Male

I’m gay…Yes, I Julio West am GAY. There I said it. At the age of 28 it was good to finally know what I was in the world. I’ve always been confused. In high school, I went out with a girl, but we didn’t do anything because she was too modest. Gym was horrible. I hated gym for obvious reasons. I always seemed to become erect around the other guys in the...

Debts Paid

by Triplebottom on Sep 14, 2017
Gay Male

I was so nervous and wanted to run. But I needed to do this. My family's debt would be wiped clean. I just had to endure the night, and tomorrow, the dark cloud of debt would be forever gone. I just have to keep thinking about how much peace it would bring to everyone. One night of humiliation and degradation is worth my family's freedom. I was in the midd...

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...

Outted by the Boss Ch. 02

by BmthAdmirer on Sep 14, 2017
Gay Male

After finding out Neil was not going to be into the office this morning was good for me as I was not quite ready for running into him as yet so I was glad to be working with Rich our part timer on the site although I always had the feeling that morning that Rich may have been told about what Neil saw online the night before and found myself asking questions...

Paying Back The Boss

by jim_mcd on Sep 1, 2017
Gay Male

This is my first attempt at fiction. Hope you like it. Post any feedback through the link below. Paying back the Boss My heart was still pounding and my face burning as I walked into the office toilets. I'd just dropped my boss in it during a conference call with a client, potentially costing the business thousands of pounds. My boss, Steve, ended the c...