Gay Prostate Milking Stories

5,088 results
Orientation
Length
Source
Infinite Scroll

Seduction, Submission and Surrender

by yukonnights on Sep 15, 2017
Gay Male

This is the story of another time. The Vietnam war was tearing the country apart and young people were beginning to throw off the outdated rules of a society. The year was 1969 and the place was Boulder Colorado where two young men met and embraced their homosexuality. It is also a story of dominance and submission and the myriad emotions these roles bring f...

The Wilderness Canoe Guide

by Snowblind94 on Aug 18, 2017
Gay Male

Disclaimer: The following contains explicit scenes of male sex and a variety of consensual activities. This story may not be copied or posted to any other websites without explicit permission from the author. All characters depicted are above 18 years of age. If any of this content is offensive to you or illegal to access in your geography, please do not...

Confessions of a Chastity Slave

by deviator on Aug 31, 2017
Gay Male

It's hard to believe it all started with some talk on a chat room. I was in college then, and always straight in real life, although not very successful with the ladies. But my dirty little secret was that I liked to go online and indulge my fantasy: being enslaved, feminized, and kept in chastity by a man. At first, I'd wander through chat rooms and find a...

Loren Ch. 02

by jayjayk on Sep 14, 2017
Gay Male

* Mac left Liebacker's apartment and went back to Blunt's place. The coroner was gone and other then a tape outline of the body the place looked calm with no tale tail signs of the gruesome murder that had taken place hours earlier. After being in Liebacker's place for the two hours he was there, Blunt's place didn't feel so big or as ornate as it did befor...

Coffee, T, or Me

by sr71plt on Aug 18, 2017
Gay Male

"Nice Shirt." "Thanks," Eddie Bocco answered. The man who had swung into position in front of him on the dance floor of Club Hercules was gorgeous. He was massive, muscular, and black—a black black even for Africa. Coal black. In contrast to Eddie, the man wasn't wearing a shirt at all. His torso was god-like and gleaming with a thin veneer of sweat in the...

The Bottom Tier: Ari and Cato

by Cruel2BKind on Sep 1, 2017
Gay Male

*Oh my god! This is the last chapter of the Bottom Tier, and Jesus it's really taken it out of me. I stayed up till four in the morning to finish this one. -_-' The Bottom Tier has always been one of my favorite worlds to play with, my darkest invention. I think I should stop playing with fire, and I will be truly amazed if this chapter makes it past the ed...

You Get What You Paid For Ch. 05

by ruetheben on Nov 12, 2019
Gay Male

When Adam realizes I've stopped following him, he turns and laughs at my stunned expression. "Ted?" I just stare. "*This* is where you wanted to take me?" I ask, happy I let him convince me to at least wear a button-up and the nicest jeans I own. I was perfectly content slumming it in sweatpants and a t-shirt, but with Adam dressed in some crisp, belted, fo...

The Yule Log

by artisticbiguy on Sep 25, 2017
Gay Male

I sighed as I saw the signs for Morrisville. My home town, the place I had struggled to escape over fifteen years ago; now I was coming back with my head hung low and my tail between my legs. It was humbling and humiliating. I had left when I was eighteen and never looked back. I wanted a career, I wanted a life, and I wanted love. I'd gotten the career, I'd...

Unexpected Reunion Ch. 01

by artisticbiguy on Sep 19, 2017
Gay Male

Twenty years had passed, a life time of accomplishments behind me, and I was still nervous as I drove up to valet parking of the Park Hyatt Washington. Twenty-year Class Reunion; I had avoided the tenth, but I had found myself wondering about my friends and classmates as the twentieth had approached. Why I wanted to see anyone again I wasn't sure. I hadn't b...

Pandora Ch. 04

by Carizabeth on Aug 31, 2017
Gay Male

Part Four of what looks like will be five or six total posted here. This story was originally written as a serial on my blog, and I've compressed numerous chapters into each particular installment. While you read it, please keep in mind that it was originally meant to be read either in bite-sized chunks or in one fell swoop, but with over 90k words I couldn'...