Gay My Boss Stories

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Infinite Scroll

Co-worker's Man Ch. 32

by rmdexter on Sep 14, 2017
Gay Male

"C'mon Kid. Time to get something to eat. Even you can't live on cum and piss alone," I heard Frank saying as he was shaking me by the shoulder to rouse me out of my sleep. I woke up feeling pleasantly content and my ass was still thrumming from the tremendous fuck Frank had laid into me on the picnic table. The feeling of his huge cock being so high and dee...

The Comfort Inn Incident Ch. 01

by Dimetrius on Aug 18, 2017
Gay Male

I had been hired by a men's magazine (seems I get a lot of this lately) to do an erotic shoot in North Carolina mountains. Of all places, but the money was very good. Erotic was putting it mildly. I was to shoot the initial advertisements for an outdoor resort for "the discerning gentleman" owned and sponsored by this upscale men's magazine. The challenge wa...

Train Robbery Ch. 1

by dominic on Aug 18, 2017
Gay Male

It had been a long day out in town, and I was glad to get settled on the late train. The station had been quiet at that time of night and I was looking forward to a couple of hours sleep. I had been shopping and had had a good time with some old mates from college. It always fun having a couple of beers and a laugh, but the trip home was a real nuisance. Tow...

Beer No. 02

by JKWG on Sep 14, 2017
Gay Male

He just looked me in the eye with his mischievous glare. * Micheal could pick me up. It was a fact he was proud of, because all our other friends were far too heavy for him, and he demonstrated it regularly. I could remember all the times I had held me breath and prayed that my dick wouldn't give me away as his arms snaked round my waist, but this time I c...

A Whole New Ball Game

by romaro on Aug 18, 2017
Gay Male

I had never even considered being with another man until I got involved in chat rooms and the first time I cybered with a guy. I had done the cyber thing and had even been invited over the some places but could not muster up the courage. I t wasn't until I was invited to a football watching party that I had my courage tested. It was a Sunday and Jerry had...

On The Lake

by 14u2ride on Aug 18, 2017
Gay Male

Last month I took my day-cruiser out on the lake by myself and as I motored around, I saw a guy way out in the middle of the lake, floating on an air mattress all by himself. I figured I'd see if he needed a lift since he was out so far. As I got closer, I noticed that he was naked. I was a little surprised but I was very curious and slowed to check out the...

Cross Country Bus Trip Pt. 02

by EroticFest on Aug 18, 2017
Gay Male

Please read Part One first, as this might not make sense without that. ***** As we settled back into the bus that would take us to Denver, we both found separate activities to pass the time. I noticed Kyle was taking advantage of the free wi-fi on board this and was reading a blog about amusements parks. I couldn't contain myself. "You're a roller coaste...

The Pitcher

by DavidPatrick on Dec 12, 2018
Gay Male

Prologue After high school, I enrolled in Colorado College. I had never experienced freedom before, and I did not handle freedom well. I became an addict, first to sex and then to cocaine. It got so bad, I had to drop out after my third semester and spend forty-five days at The Meadows. When I left The Meadows, I returned home to a summer and fall of manual...

My Drunk Conspiracy Theorist Uncle

by daddysboy181 on Oct 9, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. * My uncle is a loser. He's 32 and has only been able to hold a job for 3 months. He lives with my grandmother, and all he does is play Guitar Hero, with some occasional partying. He also believes in all these stupid ass conspiracy theories, like the illuminati, Hillary Clinton, Governm...

Dirty Little Secret

by bjmichaels on Sep 16, 2017
Gay Male

This story is a continuation of "Straight to Hell with a Smile on my Face". That story can be found in the "My Fantasies" collection. The problem with guarding a dirty little secret is you view yourself through other people's eyes: you say things you think they want to hear; you act the way they expect you to act. You completely lose your own identity an...