Gay Prostate Milking Stories

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Infinite Scroll

A Grammar-School Boy Looks Back

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

Reminiscences of a Grammar-School Boy By Jason Land These are the reminiscences of a working class, grammar school boy in the years immediately following the end of the Second World War in May 1945 in the industrial north of England. My name is Jonathan David Robertson and I was born in June 1936 so that in 1945 I was eleven years old. For those of my re...

A Marine Called Jason Pt. 03

by jock161 on Sep 25, 2017
Gay Male

Chapter Eight I was promoted to Sergeant and there was a celebration at the Dragonfly with the guys from the barracks. Later I went to Toby's to celebrate. Toby looked like he wasn't feeling good. "What'll you have?" he asked rather quietly. I gave him a blank look. It was the first time he'd ever asked me what I wanted to drink. He knew. "The same,...

Blaine

by merchantvessel on Sep 25, 2017
Gay Male

*Just a quick note. This is my first story, so I'm still feeling out my writing style, therefore the sex scenes are few, but they are there. Comments are welcome. If this goes over well, I already have the second part planned out in my head and in some rough notes. And if I do write the second one, I promise some more erotic parts. I was mainly focused on th...

Dirty Little Secret Ch. 02

by bjmichaels on Dec 24, 2019
Gay Male

A week after Labor Day I went to the university to register for fall classes. The hall where registration took place was crowded and noisy with students running around asking silly questions; not knowing where they should be. It was pure chaos. In other words, everything was normal. It took me three hours but I managed to get the classes I wanted. Before...

Kevin Pettifer - The Warden

by JASONSHOMOEROTICA on Apr 17, 2018
Gay Male

This is the third and last of a group of three related stories: Petty Officer Pettifer Pettifer the Gay Disciplinarian Pettifer – The Warden ***** CHAPTER 1 Kevin Pettifer: Warrant Officer Kevin Pettifer, to give him his full title, stood, cane still in his hand, and looked with a sense of great personal satisfaction at the richly welted, muscular arse...

The Sweetest Days

by podga on Sep 14, 2017
Gay Male

I blame Jason Reitman. After five years, I had just about managed to get my friends to consider the possibility that frequent business travel does not necessarily equate to a series of one-night stands offering a smorgasbord of sexual delights. Any way I looked at it, it was a little humiliating to have to keep on affirming that I'm essentially a boring per...

My Hero

by Bundy5 on Sep 26, 2017
Gay Male

He stares at me with a mixture of pity and disgust in his eyes, and I sneer back at him, my contempt loud and clear. I didn't know it then, but that doorman would one day mean the world to me. ** My name is Peter 'Pinky' Benson. I'm twenty and a half years old, and I'm going to be all alone for the first time in the big city. I'm moving there to attend an...

Iron Rose Ch. 03

by vanalas on Jan 20, 2020
Gay Male

Hello guys and welcome to another heart rocking chapter of "Iron Rose." I really hope you guys are gonna love it like this the previous one because this one is the bomb I promise you. Don't forget to comment and rate this chapter. Now get ready and relax as you continue the tale of a legend, Miguel, a really beautiful young man who's on a fight for love and...

The Dancing Men

by b00nd0cksaint on Sep 28, 2020
Gay Male

Disclaimer: this story involves the use of ecstasy and some cocaine, as well as playing off of some fetishes (like some light water sports). If this is not your cup of tea, please move along. This story is not based in any particular city, and any similarity in names of establishments are purely coincidental. The events depicted are based off of various mome...

For Destruction, Ice.

by JasonClearwater on Oct 12, 2017
Gay Male

***** This story is not an essential part of the Will/Jesse timeline, and involves non-consensual sex between Frost and Jesse. If you don't enjoy this kind of content, I would advise you not to read it. ***** Special thanks to Holliday1960 for picking up the typos, and giving me feedback on this exceptionally long piece of fiction. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~...