Gay Assistant Stories

939 results
Orientation
Length
Source
Infinite Scroll

Gentlemen's Club Ch. 10

by Ywashere on Sep 14, 2017
Gay Male

8=> 8=> 8=> 8=> 8=> "My lovely assistant, Joy, will now demonstrate that the cabinet does not contain any hidden devices." The light from the overhead spotlights glittered in the light-blue sequins covering the short blond's torso, arms and legs; only his head, hands, crotch, the bottoms of his feet and the inner curve of his ass-cheeks weren't covered in...

Camping on the Beach

by mkrotter on Apr 21, 2020
Gay Male

I never made it out of Cub Scouts as a kid. A friend had invited me when I was in middle school to come to a Boy Scout camp out with his church troop, but it was a bad weekend for me to go so I didn't. That was my scouting experience until I had two boys of my own. They got into scouting at a young age. They advance through Cub Scouts and on into Boy Scouts....

Try it with a Friend

by sabb on Aug 31, 2017
Gay Male

WARNING-DO NOT attempt this at a furniture store near you. * "We need new lounge furniture," Leonard said. "Our old arm chairs are looking really sad and saggy. I don't like Veronica buying furniture as she always gets something flashy and cheap and never wants to try it out properly first. I like good furniture, you know . . . My grandmother has stuff tha...

Personal Assistant

by TheHomophile on Sep 14, 2017
Gay Male

/////My first story. Elements of reluctance, but I always prefer porn with plot. Hope you enjoy, please help me improve my future stories by saying what you like or what you didn't like, etc. Thank you and enjoy!///// ------------------------------------ Three quick knocks on the door cause Blaine Edwards to pause from filling out the last of his employee...

Oliver's Balls Ch. 03

by newbitime on Sep 15, 2017
Gay Male

It had been just over a year since Oliver had taken control over my life. And control it he did. I went from being a promising young salesman, to an assistant, who handled all of my boss' accounts, and also served as his cock slave. Oliver had moved into a much larger penthouse apartment, while I was struggling to feed myself on a weekly basis. Not only was...

A Doctor's Exam Gets Wild

by buttcheeks777 on Sep 14, 2017
Gay Male

This is a fantasy of mine. Yes, I know it may seem strange to some people, but for those who are into such things I hope it'll be a turn-on. It involves male-on-male, group sex, and forced sex. If you're not a fan of those things, please don't continue reading this story. It's not meant to be a great work of prose, just a fantasy. As a young, always horn...

Congratulations William

by Triplebottom on Oct 15, 2018
Gay Male

Good help is very hard to find. Before William walked into my office, I'd gone through assistants like condoms at a swinger's party. No one lasted longer than 2 weeks. Not William though. He was a bright, attentive, and hardworking young man. He's just crossed the one year mark as my right hand man, and I believe you should always reward good and loyal emplo...

Gentlemen's Club Ch. 11

by Ywashere on Sep 14, 2017
Gay Male

8=> 8=> 8=> 8=> 8=> "As you can see, good sirs, I hold in my hand a solid object," the magician held a 12 inch long, 3 inch wide dildo in front of him, showing it to the audience; one white-gloved hand was holding it steady at the base while the other stroked up and down the phallus, rubbing on an even coating of lube. The large dildo was a deep, dark purpl...

Shopping in New York

by Flexibility on Aug 18, 2017
Gay Male

I recently visited New York for the first time in some years and I of course could not forget based my encounter with another man. In my early forties, I was in New York on a business trip just a few weeks after the terrible tragedy of 9/11. My trip involved me staying over the weekend. On the Friday evening, I went out to dinner with friends, had a great t...

Arena Stage Ch. 01

by sr71plt on Sep 14, 2017
Gay Male

All of the lions were present now. And, as I would have guess from his reputation, the king of the jungle was the last to arrive, swirling in with his cute-boy assistant trailing behind him, juggling all of the paraphernalia the "great man" traveled with. I gotta admit that I was disappointed that Creighton Masters lived up to his reputation on first look. I...