Gay Fisting Prolapse Stories

487 results
Orientation
Length
Source
Infinite Scroll

Glory Hole Favors Ch. 04

by Kent100 on Sep 4, 2017
Gay Male

The new guy behind me just stood there as I felt his large presence near my exposed and restrained body. He didn't utter a single word to me, probably just bewildered and surveying me in restraints while plotting his course of action. As I heard the adjoining booth's door lock, I immediately felt a hard calloused hand grip my tender aching cock and fondle...

Sean and Jason

by mstrhole on Sep 1, 2017
Gay Male

When I first saw him, he was sitting on a park bench (and, no, he was not eyeing little girls with bad intent). He was reading a book. Later, I would come to understand that this was his default state. In this instance, the book was William Gibson's Neuromancer. I was pleased. Literate and sexy; the intellect and the libido are inseparable after all, or sho...

A Special Night

by PhantomOfMoonlight on Aug 18, 2017
Gay Male

This is for a special friend, whom I hope will realize who he is should he ever find his way back to my page. I wrote it with him especially in mind. It might not be perfect but I hope you enjoy it. As a note, I left Max's image blank in hopes that people might be able to imagine themselves (or whomever they like) in his position, rather than giving you two...

Demon Spiral

by sr71plt on Sep 14, 2017
Gay Male

"Go on, take them all. I know you want them." Damon Wentworth was standing there in that skimpy bathing suit plastered to his groin, showing which side he dressed on, and had the platter of crab Rangoon pastries shoved up under Chris' chin. It hadn't been the crab Rangoon that Chris had had his eyes on as Wentworth came at him on the terrace in back of the...

Adam & Mike: Adam's Play Story

by mikeman341 on Apr 3, 2019
Gay Male

This story is a continuation of two previous ones about Mike and his best friend Adam. Both are married, committed to their wives and families, and yet unfulfilled in a fundamental way. These friends shared much together over the last few years, including sports, work ventures, and a yearly family vacation to Montana. Their relationship changed when Adam cou...

Black Leather Glove

by KeithD on Apr 14, 2020
Gay Male

This was different. I hadn't been fucked in this position before, and I'd been fucked a whole lot since I'd been brought to the brothel in Manama, Bahrain, four months earlier. It seemed that every Saudi man coming across the causeway into Bahrain for a "what happens in Bahrain stays in Bahrain" gambling, drinking, and sex vacation wanted to fuck a small, bl...

The Glover Ch. 01

by dcello80 on Aug 18, 2017
Gay Male

I was looking at the various chat rooms, until I noticed him. Wow! His chest and arms were covered with tattoos. He had black hair and beard. His eyes were dark brown almost black. His screen name was Ben Glover. I knew that he was dangerous. I needed dangerous. So I chatted with him to see where he could take me. Ben Glover: Hey, dcello80. Me: Hi. U look...

A Lesson I Wont Forget

by angstonice on Aug 18, 2017
Gay Male

It was a cool night in early spring and I was feeling a bit bored and isolated as I had just had a fight with my girlfriend and was spending the evening alone. I puttered about the house for a while before deciding that I needed to get out and get my mind off of her. I laced up my boots and left my home without really thinking about where I was going or what...

The Hanky Code Pt. 13

by His_fag_wife on Sep 14, 2017
Gay Male

His cock was back up to its huge level, it was all encompassing and felt as though it was running through my entire body a second spine for my body. He stood up and I expected more of the slamming squats, but it seemed Master S liked a varied gym session. His massive hands cupped my widely spread ass cheeks pulling them apart still further. He then did sho...

My Interracial Fantasies

by faggotloser on Sep 14, 2017
Gay Male

The following story isn't a story so much as a confession. I could have rewritten it in the form of a narrative with characters and plot, but I think I will save that for some other time. Instead, this story is more of a stream-of-consciousness confession of the fantasies I have. Being that this is all a true confession of sexual secretes I've been keeping I...