Gay My Boss Stories

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Get the Job

by Tough_But_Femme on Jan 28, 2020
Gay Male

I've always liked nice things. For as long as I can remember, I've worked my ass off to get enough money to buy them. What can I say? I just want to come back to a nice home at the end of the day. And I want to have the kind of lifestyle where I can support a beautiful girl who doesn't want to work. Even though my life might suck when I'm at work, it's worth...

The Quarry Ch. 04

by the_apocalypse on Aug 22, 2017
Gay Male

By the time mid-afternoon came I had shifted as many rocks as the others, who had been there all day, and hadn't spoken to anyone. As I began to think that the boss had just set the morning up to get me alone after what those two guards had said he surprised me by appearing, as if out of thin air, behind me. "Put that rock down Julez I need a word," he said...

The Quarry Ch. 03

by the_apocalypse on Aug 22, 2017
Gay Male

I hardly got any sleep during the night, the words of the guard whose dick I had sucked playing on my mind, and when morning came I was still exhausted from the day before. We went through the same routine as before, only this time I didn't see Jeff and wondered what had happened to him. Again, straight after breakfast, we were all herded out to the waiting...

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...

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...

First Day at Work

by StudiesHaveShown on Oct 24, 2018
Gay Male

I graduated high school a few years ago and was still living at home. My mother never bothered me about a job at first, but now she is starting to pester me about getting some kind of work. She goes on about how a job is good for you and builds character and so on. We're pretty well to do and live in a great, safe part of town. She reminds me all the time th...

Progression Ch. 11: Goodbye

by klapperz on Jun 18, 2018
Gay Male

"Welcome home," said Kevin as Nathan pulled the car into the driveway of his home. "It feels like I've been away longer than a week," said Nathan. Nathan opened the door and let Kevin into the house. "Welcome back, how was the holiday?" said Jeff calling out from the living room. "Oh yeah, I told Jeff we went away for a week holiday. Just play along. Or...

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...

Spark & Stone - Ch. 24

by laurasfox on Mar 17, 2020
Gay Male

Chapter Twenty-Four - Publicity Stunt Aidan could tell something was not quite right from the moment he set foot into the office. A couple of gossipers by the water cooler threw him strange looks while another guy quickly averted his eyes the moment he looked at him. What could have happened to warrant such a peculiar welcome from his colleagues, when, usua...

Spark & Stone - Ch. 22

by laurasfox on Feb 10, 2020
Gay Male

Chapter Twenty-Two - A Secret You Already Know Aidan was pretty happy with how things were going, for now, as for someone like him, they could not have been better. He had tried to think of himself as being completely self-sufficient, at least after leaving home and going to live on his own. But it wasn't fair to deny how nice it felt to go back to Heathcl...