Gay Gay Boss Stories

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Becoming a Gal Friday Pt. 08

by Showoff888 on Sep 14, 2017
Gay Male

Here I am in the front seat of my bosses SUV, naked wearing only a pair of pink platform high heels. My feet are spread wide with those heels sitting on the dashboard. I have this plastic cock butt plug nestled in my ass, and I am sporting my fully aroused erections that my boss, David has oiled for me. We are driving to my Ex's place to get my stuff out of...

Becoming a Gal Friday Pt. 04

by Showoff888 on Sep 14, 2017
Gay Male

Here I am wearing stiletto heels, thong panties and a matching bra. I just got hired in this work/live job for two Gay bosses. I must be drunk, cause I can't believe what I just did. I actually sucked his huge black cock! What the fuck is happening to me? I'm stunned. After sucking him, he pulled out and gave me a facial! His goo was all over my face like on...

Becoming a Gal Friday Pt. 07

by Showoff888 on Sep 14, 2017
Gay Male

They act as if it was a perfectly ordinary night of TV watching. I'm wearing a slutty pair of red platform high heels, open toed and backless and nothing else. Well that is if you don't consider the dozen or so cum loads that cover my body. I am sitting on a leather couch next to my two gay bosses who are also completely naked, their hot bodies wedged next t...

Flower Shop

by newbitime on Sep 16, 2017
Gay Male

I was broke! Broke and bi curious. I'm a good looking, in good shape 27 year old that was plain and simply, down on his luck. With too much time on my hands, due to lack of work, I was spending more and more time surfing online personals... from women looking for men, to men looking for men, and even a few trannies looking for men! Regardless of which secti...

The Table That Turns Pt. 02

by Usualsuspectksa on Aug 18, 2017
Gay Male

I spend the rest of the day in the sun with the rest of my workers. Many of them question why I am there, and where Matthew has gone, so I just said that I had a more important project for Matthew and that I would fill in for him. They bought it up until Matthew had finished his nap and decided to saunter over, still shirtless, hair disheveled looking like h...

Not Too Late

by miles801801 on Aug 18, 2017
Gay Male

This is a little story I've had in my head for the past few days. Not related in any way to my other stories even though I use the same names. ~#~ Miles woke with a start as the alarm went off on his phone. "Ugh school all ready." Groggily he picked up his mobile and hit dismiss. Subconsciously he gazed at the date, October 12th read the display. Miles' e...

Dom and Sandro Ch. 01

by WittePiet on Aug 18, 2017
Gay Male

Dom and Sandro Pt 01 [This story continues the saga of three gay couples, David and Jon Singleton-Scarborough, Tom Appleton and Luke Singleton-Scarborough, and Dom Overton and Sandro Mascagnoli. All the characters in the story are imaginary, although some of the main characters are models of the sort of person that I would like to be. Some places and inst...

A Temp Job to Turn Gay Pt. 01

by vikkihawe000 on Dec 23, 2019
Gay Male

*Hi all, this is kind of a silly, fun two part story. Hope you enjoy xx. * Kelly was thrilled she had gotten a job in the palace. So many American girls longed for the opportunity to work for royalty, but of all those who applied she was the only one accepted. She had left her native New York for London eager and excited to work for the royal family but wi...

Becoming a Gal Friday Pt. 05-06

by Showoff888 on Sep 14, 2017
Gay Male

Oh my god! I'm naked except for a pair of slutty fire truck red platform high heels, you know the kind you call 'fuck me shoes'. I'm on a bed with David this great looking black guy and Saul, his white gay curly brown hair partner, with the dashing goatee, kind of a Jewish swashbuckler thing going with that goatee. Saul and David are built tall and solidly m...

Best Friends Become Lovers Ch. 02

by UnderMyKilt on Aug 18, 2017
Gay Male

This a totally true story of my youthful experiences with my friend, and lover, Wayne. Wayne was my first, and my last, male lover and even though I've had no same sex relationships with anyone but him I still consider myself to be bisexual. This is the second story of the events that changed our relationship from that of jerk off buddies, to lovers. I expec...