Gay Pimp Stories

186 results
Orientation
Length
Source
Infinite Scroll

But I'm Not Gay Sir!

by August74 on Oct 12, 2020
Gay Male

My name is Tommy B. I had just turned 18 and I had a lot to be thankful for. I recently graduated from high school with excellent grades. My family was very supportive and accepted my decision to take a year off from beginning college. I secured a part time job working in a local trucking company processing bills from 6pm to 10pm. The pay was pretty good and...

The Greek Pimp Ch. 06

by sr71plt on Aug 30, 2017
Gay Male

The man put his arm around Rick's shoulder as they left the elevator on the fifteenth floor of the Mandalay Bay hotel casino in Las Vegas. When they'd met in the lobby of the hotel, the man hadn't even maintained eye contact with him other than to nod his head toward the bank of elevators, signaling that Rick was to get on an elevator with him. The john was...

The Way You Say My Name Ch. 10

by wavyscribe on Sep 25, 2017
Gay Male

“Jamie, the guy’s a drunk on his way to the pen for God knows how long. He’s bound to be lying to save his own ass.” “Why now, though? He’s already taken the deal. He’s just waiting for the judge to impose sentence. What could he possibly have to gain by making up this story?” Dillon waited until the doors closed and then pressed the button for the sixth f...

Two Men in a Dungeon

by sr71plt on Aug 30, 2017
Gay Male

This is a story resulting from receiving several full-body photos from a body-builder reader along with a description of what he could give me in a rough fuck. The Hulk crouched near the bolted heavy oak door, eyeing Rab, ready to pounce, trying to anticipate where Rab might try to scurry next. The stone-walled chamber wasn't small, but it wasn't so larg...

Surprise on Business Trip

by Jezuzkrist on Aug 18, 2017
Gay Male

I was in Dallas on a business trip, it wasn't in the best of neighborhoods, but not the worst by any stretch it was actually more of an industrial district, mostly factories and warehouses, but an occasional hotel or burger joint. I was staying in one of those hotels, not a bad one either. They had clean rooms and a well lit parking lot. One of my employees...

Miami Ch. 07

by bominog on Sep 14, 2017
Gay Male

MIAMI PT 7: UNEXPECTED PLEASURES I began spending every spare minute of my time with Miami, even our nights were spent together in his comfortable bed in the back of his elderly mother's home. Most of her time was spent visiting other family in Miami Florida, where my dark, sensual master had taken his street name from, and these were my favorite times wit...

I'm So Sexy

by sr71plt on Sep 14, 2017
Gay Male

I can feel the eyes on me as I follow the student guide along the catwalk skimming the tops of labs on one side and looking out into a campus quad through a massive glass window on the other. Nice little piece of ass, walking in a saucy way, knowing I'm behind him, watching his little butt twitch in the tight trousers as he walks along, pointing to this and...

Back in Black

by rae121452 on Sep 12, 2018
Gay Male

It was a balmy June night. I was lying back on a set of concrete stairs that led from one street to the one above. There was a streetlight almost directly above me and I was watching the bugs swarming around it. I wish I could claim that I was having philosophical thoughts but actually I was wondering if bugs had emotions, if they got angry with each other...

Story of a Girlie Boy

by August74 on Sep 21, 2020
Gay Male

During the 1990's, I discovered the joys of gay sex. I considered myself bi-sexual and so I had decided to experiment with sex in all its forms. Living near New York City was a plus. A short bus ride took me into the heart of the city. Times Square was changing and as a result it no longer provided an outlet for sex experimentation. Now I travelled downtown...

A Boy Who Came In from the Cold Ch. 03

by SadieRose on Apr 3, 2019
Gay Male

Part Three – "The Payoff" (c) Sadie Rose Bermingham 2005 "Any unauthorised use of the whole or part of this story in any format constitutes theft of copyright. If you are not reading this story on Literotica.com it is posted illegally." UPSTAIRS AT THE FALCON... "I was gonna pay you back, Johnno. I swear it. Every penny, I just need some time…" Rayne w...