Gay My Boss Stories

22,166 results
Orientation
Length
Source
Infinite Scroll

Rest Stop Management Pt. 03

by rimaday on Dec 24, 2018
Gay Male

I awoke around 4:45 on my belly, my red panties a little twisted and crusted with dried cum. I could feel Big Daddy's deposit oozing down my taint and hardening in the panties. I could not believe, this was not some kind of twisted dream but my stretched leaking asshole took away all doubt. Twelve hours ago, I was kissing my beautiful wife and leaving for an...

Extreme Vetting Ch. 01

by bjmichaels on Aug 18, 2017
Gay Male

None of us in the gay community will ever forget the week of July 4th. Independence Day fell on a Wednesday, and on the Monday before, the newly re-constructed Supreme Court ruled the Obergefell v Hodges decision that legalized gay marriage was unconstitutional. Needless to say, my husband Andrew and I, along with more than 400,000 other married, same-sex...

Wild Flower Ch. 10

by vanalas on Feb 5, 2018
Gay Male

Comments, critiques and tips are welcome. Hello guys and welcome to another intriguing chapter of this story filled with suspense and revenge. Before I go into details I would just love to tell you guys that I love you so much. Thank you for everything. Don't forget to drop your comments at the end of this chapter and don't forget to rate. I love you once...

Watching My Boyfriend Submit

by KevinKraven on Sep 14, 2017
Gay Male

Working with my boyfriend is not as bad as what people think. Most of my friends claim that they would get sick of seeing their other every day as Chris and I do. We both work in an office building with Chris being the assistant manager and myself the secretary. "Hey Lily!" It was one of the other secretaries, Judy, who always had something to say. "Judit...

Friends, Sexcapades and Love Affairs Ch. 04

by laurasfox on Jul 27, 2020
Gay Male

Chapter Four - Secret Crush Mike examined the fern guarding the door to the elevator like an extra from an alien-themed movie, something about overgrown biota taking over some distant planet. He could take the stairs, but it was just something about elevators he liked. The idea that he was, for several seconds, in the hands of a machine, pleased him and tic...

The Target Ch. 04

by Arryl4 on Sep 14, 2017
Gay Male

Started another series. It's confusing as hell but then it starts to make sense... I think... So do me a fav and go check it out. It's called "Sinful". If I get a thumbs up I'll go ahead and continue. If not... Anyway, thanks for the feedback on The Target! I squeal like a little schoolgirl every time I get a comment. So keep it coming! Chapter4! -----...

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...

Imprisonment Ch. 04

by AgentK on Nov 24, 2017
Gay Male

Justin was slightly surprised to see his boss, the warden, arrive at his door around four in the afternoon Friday instead of the usual time of five. Blinking up at him from his desk, he hesitantly asked "Something wrong, sir?" "Nothing's wrong. Is there anything you're working on that can't wait until Monday?" Justin considered for a moment. "No, I suppose...

Job Evaluation

by VeryCuriousIan on Mar 18, 2020
Gay Male

Ian sat at his workplace desk fuming as once again the new line manager had found something else to pull him up over. Ever since she came to the company she had consistently found problems with his work, appearance, and attitude. Okay, he agreed slightly with some things, and this was not a dream job and his attitude to the work was well it pays let's get on...

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...