Gay Black Boss Stories

11,303 results
Orientation
Length
Source
Infinite Scroll

The Hapless Detective

by idsweaterguy on Sep 16, 2017
Gay Male

Chapter 1: I parked my car four houses down from the house the man I was following had parked in front. I watched the middle-aged man who was about six-two and wearing a brown fleece jacket, jeans and a brown baseball cap get out of his car, throw a backpack over his shoulder and walk up to the front door of the non-descript but rather large house in a newe...

All That Glitters

by sr71plt on Sep 14, 2017
Gay Male

I was bent over on my belly on the conference table and the hunky blond attorney was riding me hard from behind. I still had on my tie; my shirt, unbuttoned; and my shoes and socks clipped to supporters wound just below my knees. But otherwise I was naked. He started a maddening rotation of his cock inside me, and I was giving little urping sounds. To let th...

Not the Best Idea

by KeithD on May 15, 2019
Gay Male

"Why were you down in that neighborhood at all, Aaron?" I didn't want to sound judgmental under the circumstances—my little brother, Aaron, had dragged himself to my downtown Philadelphia apartment in the middle of the night with a tale of woe of having been dosed with a date rape drug in a bar down by the naval shipyard on the rough south end of Philly and...

One Night in San Francisco

by KeithD on May 15, 2019
Gay Male

[One Night in XXX Story Event] The shock set it on how stupid I'd been. Pete Parnell hadn't hired me for his Chicago investment firm despite what I had disclosed at my job interview with him about what I'd done in college but because of what I'd admitted I had done in college. It wasn't just that I went with other men, but it was that I had been promiscuous...

What Happens in Vegas

by randomlyrandom on Oct 6, 2020
Gay Male

I wasn't sure if I was really going to do this. I had fantasized about hooking up with a man for years, but now that the opportunity was really here, could I actually go through with it? I'm in Vegas, and what happens in Vegas stays in Vegas, right? With a deep breath, I stood up, pulled my jeans on, tied my shoes, and I was out the door. He checked all my...

Destined Lovers Ch. 02

by vanalas on Sep 14, 2017
Gay Male

This is not just a sexual scene story and it contains real love which is the main aim of this story. If what you are looking forward to in this story is numerous sex scenes then this is not the story for you. Wanted to take it slow and it might have taken longer than expected. Enjoy. **** George was sitting on a kitchen chair in the kitchen chatting with G...

Pecker Order

by sr71plt on Aug 18, 2017
Gay Male

Some clients thought the "Bull" in the Bull Thorne Financial Services name related to Wall Street symbols, but those who had known Jim "Bull" Thorne the longest knew he had that nickname because he had the longest, thickest dick in Texas. Of course, it could just as well have been an acknowledgment that he also had the biggest pair of balls in Houston, based...

Boss Likes Hypnosis Pt. 01

by Oddballs on Oct 19, 2020
Gay Male

Jack looks over the HYPNO-APP on his phone; with sunglasses, of course. The mid-aged and handsome silver fox looks at his very old pocket watch that he USUALLY uses for hypnosis. Jack has been practicing kinky hypnosis for years, and it's been his favorite fetish since he was a teenager. But hypnosis hasn't always been easy at all; just getting a guy into a...

Sex Mercenary Ch. 02

by KittyAshleyy on Mar 12, 2019
Gay Male

After accepting the Underworlds job offer I packed all of my belongings in a medium case and dressed in a white crop top, ripped skinny jeans on top of newer fishnet tights (all of the holes the right size), my black leather jacket and my boots. "How do I look?" I asked the Underworlder in the suit. He simply nodded and we left my room. Outside was a blac...

Blind Date Foolery

by KeithD on Mar 18, 2020
Gay Male

"Damn it, interact." "What's the matter?" Maddie asked, plopping himself down beside his boss, the producer of the gay male social media service "HookUp," Stan Cross, who was seating in Dodger's Stadium during a Los Angeles Dodger's baseball game with the visiting St. Louis Cardinals. Stan had a pair of binoculars, trained on the stands across the field, pr...