Gay Boss Stories

2,300 results
Orientation
Length
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Infinite Scroll

Box Shaped Heart Ch. 18

by laurasfox on Feb 11, 2019
Gay Male

Chapter Eighteen - That Moment He Knew So, whoever did the stupid body swap knew very well about it. And was doing nothing to correct the situation. Things were just getting stupider if that was a word. "Boss?" It took him two full seconds to realize that Mark was trying to draw his attention. He reluctantly let go of the pencil he had been munching on un...

Getting It All

by sabb on Aug 18, 2017
Gay Male

The air conditioner rattled and hummed in the tropical air, but inside the office at the top of the iron staircase it felt as if it was doing nothing but stirring the humidity around. If there was any coolness, it came more from the big ceiling fan that whirled and clacked in the centre of the ceiling. Luca sat back in his office chair under the fan and smi...

Need

by NRMathis on May 12, 2020
Gay Male

Content warning: this story contains moderately intense BDSM themes. +++++ I'm a schedule-oriented kind of person. I just don't feel comfortable unless I have a list of things to do in my head in the mornings. For the last five months the routine has been the same during the week. At 5:00 AM, I'll wake up, eat breakfast, and head over to my local gym...

Risky Bussiness

by kiyoshikaruto on Sep 11, 2015
Gay

Your name is Matt Smith, and you've recently become a manager at a new store in town. Your boss has asked you to to stay for a bit after closing to help the store prepare for an event the next day. Strapped for cash, you gladly accept the overtime. Tonight you will be working with Kyle and Eric while Mr. Davis is finishing paper work. Kyle is a young man w...

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Flight jacket lover

by Ladhunter on Sep 25, 2018
Gay

It's late in the evening as your boss leaves you halfway up in a cherry picker, dealing with some air con vent, he shouts up at you. "I'm heading home lad, the keys to lock up the place are by your tool box down here, make sure you tidy up when you're done!" You shout back, "ok boss" and you're soon alone in the warehouse, why is it you a...

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The Cheating Husband

by MrTobiasRieper on Mar 1, 2021
Gay

You are David Grayson, a married man for 21 years. And in those years, you discover that you are not into women but into men. And after you discover your sexuality, you caught yourself in an affair with a man who shares the same lust and desire you have. It's wrong, you say to yourself. But everytime you are near him, you lost all your sanity and want to be...

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It Happened Again Ch. 04

by Volvodriver780 on Aug 18, 2017
Gay Male

The alarm went off at the usual time. Ugh, Monday morning and a work day. I slept well. The activities of the weekend came back into my head with a vengeance. I'm now a man that enjoys sucking cock. First Bob's and then Randy's. Thinking back, I couldn't believe how easy it was to become submissive, taking they're instructions without hesitation. I could hav...

The Boss's Pleasure

by Universal_Thirst on Aug 28, 2017
Gay Male

Being the boss doesn't come with as many advantages as people tend to think. Yes, I make the most of all my employees but I also work the most hours and do the most in those hours. I have to coordinate, train, exhort, hire and fire people all the time. And while I can hire or promote someone just for being hot, if I'm careful to have more work appropriate re...

To Rise Again Ch. 01

by squeeker78 on Sep 14, 2017
Gay Male

The following is a work of fiction that came from the recesses of my own mind. Any names or places are all of my own creation. Any characters that may engage in sexual activity are over 18. I hope you enjoy what I have tried to create. This is my 1st attempt at writing anything, so please be kind. Comments are welcome..good or bad. Also...THANK YOU to al...

To Rise Again Ch. 05

by squeeker78 on Sep 14, 2017
Gay Male

River lay there trying to figure out what was going on with his boss. He saw the concern and the worry on his face, he also noticed a hint of what appeared to be a look of hurt when he told him to go. But what did he really expect? All of these thoughts were going through his head, making him think about all the times that Mr. Donavan had demanded things fro...