Gay My Boss Stories

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My Boss and Master Ch. 03

by MitchCapslock on Sep 14, 2017
Gay Male

All comments and criticism welcome. My Boss, My Master: Losing it I kept up my office routine, even though I knew Mr. Compton was out of town and might not be back for the rest of the week. Each morning, I would stop in the lobby restroom, change into a pair of panties and then head to my office. I quickly found that I liked the feel of women's underw...

My Boss and Master Ch. 02

by MitchCapslock on Sep 14, 2017
Gay Male

All comments or criticism welcome. New rules, new life The message light was already blinking when I got to my desk Tuesday morning. "Mitch, this is Wendy. Mr. Compton asked that I remind you of your 4 p.m. meeting this afternoon in his office." Forget? It was all I had thought of since I left his office, the taste of his cum coating my throat. It was...

My Boss and Master Ch. 01

by MitchCapslock on Sep 14, 2017
Gay Male

All comments and criticism welcome/ The words from my boss snapped me back to reality. I'd lost myself for the past 10 minutes on his cock, using my mouth and tongue to make long, slow strokes along his shaft. He was perched against his desk, naked from the waist down, as I knelt before him. His pants were folded neatly across the back of the chair, while...

My Boss and Me Ch. 01

by bjmichaels on Jul 24, 2018
Gay Male

JOHNNY'S STORY: My head was spinning as I slipped beneath the bedspread and sheet in what I knew would be a futile attempt to fall asleep. I lay there in the darkness, my eyes wired open, and blamed the beer for keeping me awake. My boss, Tommy and I had gone to yet another bar, struck out with the girls we met, and retreated to his apartment for beer th...

My Boss' Boss (MMMM)

by Lovelicker2 on Sep 10, 2018
Gay Male

"Can I pick you up at the gas station, as usual?" The SMS startled me, but it also made me rock hard in an instant. It was Thomas, my boss' boss. He had found out some months back that I was bisexual, submissive and quite regularly visited one of the gay-oriented adult entertainment places in town. When he saw me there, he smiled, caressed my butt and said...

My Boss' Boss 02 (MMxxxx)

by Lovelicker2 on Nov 18, 2019
Gay Male

Thomas, my boss' boss, knows that I am gay (or kind of bisexual) with a submissive streak. He is a handsome dark-haired man, very tall, with deep brown eyes, 15 years older than me (I'm 25) and in great shape. I had started out casually, an encounter here and there, but had escalated. He knew he controlled me, and I had started to call him "Master". Every n...

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...

Sucking My Boss

by Aussie_Ton on Sep 16, 2017
Gay Male

My boss Justin wasn't a beautiful man. He was short with a badly trimmed moustache, a thatch of white hair, huge sweet patched under his armpits & rather a large beer belly. But he was my boss so I treated him with a certain amount of respect. After a few too many glasses of champagne at the Christmas party I'd let it slip that before I'd married my wife I h...

Fringe Benefits

by pantyboy4mistress on Sep 14, 2017
Gay Male

My boss, Byron Powers, was a good looking black man who had risen through the ranks of company much faster than anyone before. He ran marathons, worked out on a regular basis (he even had a portable gym in his office) and and as far as I know had his fill of all the pussy he could ever desire. I liked Mr. Powers. He had an easy going manner and his employe...

Glass Canyon Connection

by sr71plt on Aug 18, 2017
Gay Male

My boss, Sid Jamison, had told me that tonight was one of "those" nights and that I was to be in his office at precisely 8:15. Such a summons was not that unusual; Jamison had been fucking me regularly for a couple of months on the desk top in his office after hours. I didn't mind this, because he was really hot and not all that old and he was being really g...