Gay Pimp Stories

186 results
Orientation
Length
Source
Infinite Scroll

Eric's Fulfillment

by SaraiLegend on Sep 14, 2017
Gay Male

Eric pulled into the empty parking lot of the grocery store that closed down a few months back. He had been scheduled to work until 8 that night, but had told his boyfriend he was working until 11. That was just enough time. He had been wanting to try something new for months, and found a website that let him talk with some guys in his area about what he was...

Business Cruise

by KeithD on Aug 18, 2017
Gay Male

"I don't think you'll find it that easy. I think . . . oh, here they are." Randy broke off his sentence and went into a pose at the semicircular banquette seat in the dimly lit hotel bar. He'd drawn attention to the entrance of the bar, where three men were standing, about to enter. I knew one of them, of course—Angelo, my pimp. He was Randy's and my pimp t...

The Way You Say My Name Ch. 16

by wavyscribe on Sep 25, 2017
Gay Male

"Now can we go to the Sheriff?" Dillon sat down on the couch, next to Jamie and across from Megan and Heath who were sharing the loveseat. He took a sip of the coke he'd brought with him from the kitchen, wishing it was something stronger. Jamie shook his head. "Not until we know all of it." Dillon should have known it wasn't gonna be that easy. "Why in t...

The Greek Pimp Ch. 03

by sr71plt on Aug 31, 2017
Gay Male

Had he really drunk enough to be this woozy? His head was swimming, the sound of his ears being the rushing of water—real or imagined?—and he was having difficulty distinguishing teak walls from sienna brown curtains on the portholes and from separating his tremors from the slow bobbing of the yacht. Why, in this state of confusion, could he feel every lusci...

Roy's First Business Transaction

by CynicalLion on Mar 17, 2020
Gay Male

Author's Note: This can be read as a stand-alone story, but it's technically a sequel to "Miss Ivy's Boy" so you might consider reading that one first if you wanna fully understand everything that's going on. *** "Roy, darlin'?" Miss Ivy called, motioning for Roy to come to her when he looked up from his phone. She smiled as he pocketed his phone and hurri...

Do It for the Money

by vikkihawe000 on Sep 23, 2019
Gay Male

It was no secret things had been hard for Tori and Max and it was no secret the reason why. He had left his lucrative private equity job to start a restaurant. The loss of income (and 75% of their savings) had taken its toll. After several consecutive months of draining money, Tori went to work at a local coffeeshop to make some extra cash. She didn't love t...

A Slut for My Boy and His Flatmate

by Graysmirks on Jan 8, 2019
Gay Male

-Although this story can be read alone, I suggest reading first "On my knees for my boyfriend's straight flatmate."- ***** It was a Friday evening. I came late from work as usual. This week it was my turn to bring dinner. Sting waited for me in his flat. I bought a salad, a couple of fancy burgers and spicy French fries. The dinner was just for the two of...

A Timeless Place Ch. 10

by windstormy on Sep 14, 2017
Gay Male

Bruce and Peter walked into the restaurant while Tony parked the car. It was one of eight they found and were using from Mr. Bowman's garage. He had spotted the BMW and had always wanted to take it for a spin when the man was alive. Of course, he also had his eyes on the Porsche and the Mazeratti, but there were three riding, so they needed a little room for...

The Greek Pimp Ch. 02

by sr71plt on Aug 31, 2017
Gay Male

Thomas felt Sir Alfred jerk and then roll off to the side onto his back and almost immediately go back to sleep, the deed assured by the sound of his snores. The schedule was promising to be the same today as it had been on the first day sailing out of Southampton toward Alexandria. It wasn't much different from the previous several days that Thomas had been...

Putting Myself Through College Ch. 09

by RobXXX on Aug 31, 2017
Gay Male

My Spring Break assignments were not finished, just my time pretending to be someone I was not, well at least the sex I was not. I received a call from Kevin the day after the cross dressing assignment, he apologized a little bit for the previous day, then jumped right back into work. That night he had another client for me, this one he said was a known cl...