Gay Gay Boss Stories

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Infinite Scroll

New York Agent Ch. 01

by BelleHoney on Sep 14, 2017
Gay Male

Hiya everyone. I apologize for taking so long to get this one out. To everyone that enjoyed the Staring at the ocean series, you recognize some of the characters in this one and most of my other stories as well. The reason for this is because I thought up story lines that link most of the characters before I actually started writing them. This is also the fi...

The Harrington Hotel

by bjmichaels on Aug 31, 2017
Gay Male

It happened again last night. I was sitting at the bar minding my own business at the Harrington Hotel, the one near the airport, enjoying an after work glass of draft beer when a middle-aged man sat next me. There were plenty of open bar stools so he'd made a conscious decision to sit directly beside me. I didn't mind. One of the the reasons I come to the...

Party with Wife and Her Lover

by colleenslittletoy on Sep 14, 2017
Gay Male

My girlfriend of six months came home all excited. This was a good sign I thought because I was afraid things had been getting a little dull lately. It seemed like she wasn't really into our lovemaking sessions and they were getting fewer and fewer. "I need your help!" she exclaimed when I asked her why she was so excited. "There is an important business di...

Colby Ch. 01

by Emmint on Jul 3, 2018
Gay Male

Editor's note: this story contains scenes of non-consentual or reluctant sex. * Colby Peters looked up as Jack Prescott owner of the firm Westcom passed through the office on his way to the emergency board meeting. Although he gave Colby a smile Colby could clearly see that he was worried, orders had been drying up recently. Colby, the youngest of the tele...

Boss Likes Hypnosis Pt. 02

by Oddballs on Oct 19, 2020
Gay Male

"Now John. When I say 'wake'." Jack says as he gets close, "You are going to confess to me that not only are you a straight, married man like you always have been. But you will also believe you are in devastating love with my genitals." "Yes Jack..." "Right then." Jack takes a step back and snaps his fingers "Wake!" SNAP! Jack blinks awake and glances do...

Catching the Eye of a Mob Boss Ch. 02

by Her11 on Mar 21, 2018
Gay Male

Jace: I was eating my microwaved dinner when my phone started ringing, I checked caller ID and saw an unfamiliar number. Weird, I answered in case it was work. "Hello?" I answered. "Hello is this Jace Ederson?" asked a hauntingly familiar beautiful voice and I froze. "This is Diego Salvatore, we met earlier today, you ran into my body guard." "I...I.. r....

Bad Luck for Me

by Triplebottom on Aug 18, 2017
Gay Male

I wasn't very happy. My boss made me take a vacation because I hadn't taken one in years. Ever since I divorced my wife, I simply drowned myself with work. I didn't want to date or even look at another woman. I was just so damn heart broken. Heather was perfect to me. I guess she didn't feel that way about me since she had an affair with her old crush from h...

Construction Boss

by Thormand1963 on Jun 8, 2020
Gay Male

One evening as I was driving home from work I encountered a traffic jam due to a multiple car pileup. I didn't want to sit idly in traffic so I turned off into a residential area figuring I could find my way home. It might have taken longer than waiting in the traffic, but at least I would be moving. Winding through the residential streets I saw a new house...

Aussie Gay Sauna GangBang

by cbrguy on Jul 15, 2020
Gay Male

The gay sex club in my small Australian city doesn't seem to get a lot of activity these days, what with online alternatives. But my brief experiment a couple of years ago was a waste of time so I prefer a sex-on-premises cruising venue. It had been over a year since I had been with anyone at all, because of personal circumstances. This particular night I w...

Balls in a Vice Ch. 01

by _contortionist_ on Aug 18, 2017
Gay Male

My name is Alex Givet, I'm 23 with only a mother and a sister left, I have my Masters and just graduated a few months ago. I was born and raised in Chicago, taught to treat everyone equally and with respect. Too bad that once someone loses my respect they get the mean side of me, but we'll come to that later. Unfortunately not everyone was raised with the sa...