Gay Prostate Milking Stories

5,088 results
Orientation
Length
Source
Infinite Scroll

The Solicitor & The Baroness Ch. 01

by Dam_Fool on Sep 14, 2017
Gay Male

Lost in the inky black abyss of slumber, William Kikiwawason's huge red-chocolate body, wide shoulders, wide chest, and big arms are all balled up under the silk white sheets. He was dreaming. Asleep. But still, consciously aware. He KNEW he was sleep, he KNEW he was dreaming. But he also KNEW there was giggling. And he was trying to decipher if it was just...

My Neighbor Made Me Do It Ch. 04

by CapnSteelBoy on Sep 14, 2020
Gay Male

My Neighbor Made Me Do It -- Ch. 4 by: CapnSteelBoy Author's note: I hope you're enjoying this series, this chapter sees our boi taking things along his path of self improvement! Please comment if you have the time, as reading your reactions excites me into writing more things! Or drop me a line to let me know how much you love/hate this stuff! Cheers!...

Waiting for Love

by Pelaam on Sep 16, 2017
Gay Male

For those who regularly read my stories, please heed this warning. This story was written for a friend and is D/s. With thanks to Blitzwing. * Stefan moved in to clean the table as the group headed out of the bar. Almost immediately it was filled with a new group. Friday and Saturday nights were regularly busy, so he knew it would be more of the same th...

Gym Sauna Therapy Leads To More

by superpumper on Sep 14, 2017
Gay Male

I joined SuperPump during business school. It wasn't fancy. It didn't have the latest and greatest equipment. It was not a place to see or be seen. It was a relic of a time when gyms were gyms; when family owned, single location operations didn't have to worry about a corporate mega gym coming to town and drawing away all their customers. I have no idea how...

Reunited - 44 Years Later

by fadedgiant on Sep 1, 2017
Gay Male

Elements of this story are true. It is up to the reader to decide what is true and what is fantasy. Names are changed to protect identity. Anyone can be Robert, Patrick, Matt, and Katie. This is a bit lengthy; it involves things I wish could happen between me and my real friend for whom I still have longings. I retain all copyrights to this story. * Pa...

Fire

by DWSimon on Sep 25, 2017
Gay Male

My name is Sam. I’m a firefighter. As the city was in the grips of an arsonist, I found my destiny. I wasn’t looking for it, but I don’t think anyone ever is. I knew I was gay, really understood what it meant, when I was thirteen. I remember looking through the big holiday catalogs when I was younger than that, looking for toys and finding the men’s underwea...

On The Block Ch. 03 Pt. 01

by Ywashere on Sep 14, 2017
Gay Male

Author's Note: There are no female characters in this story – it’s my fantasy, I can have an all-male world if I want ;-) All the characters are 18 years of age or older. Y Halvin ground his swollen 9.5 inch studcock up into the whore-boy seated in his lap, his lust-burning eyes fastened on his son, who fucking another whore in the middle of the room. The...

One Disgusting Pervert

by Formosa46 on Aug 18, 2017
Gay Male

You seemed genuinely surprised when I reeled around and grabbed your wrists quickly pinning your hands above your head against the wall. With my face right in front of yours I looked you in the eyes and taunted "Dan I'm about to prove you are one disgusting pervert." We had been exchanging steamy texts for over a month. Sheepishly trying out new possibilit...

Jason's Trip to Mexico Ch. 02

by beefylatn on Sep 25, 2017
Gay Male

Jason walked out of the dark deserted airport terminal exiting through the glass double doors into the bright sunshine. He shielded his eyes from the blinding sun and he looked to the right and saw an old VW beetle painted bright green with a Taxi sign on top. He walked over and the driver who appeared to be dozing suddenly woke up with a start and got out o...

The Duchess's Brother

by sr71plt on Sep 14, 2017
Gay Male

Young Robert came to with a start. The pain and sense of tightness and fullness in his ass channel were excruciating. His breeches, hose, and boots were off; he could see them tossed in a bundle in the ferns by the rocks cascading down to the stream where his horse—and that of the duke—were nuzzling their noses into the gently rolling water. He felt pain e...