Gay Penetration Stories

1,639 results
Orientation
Length
Source
Infinite Scroll

Savage Desire Ch. 06

by adjoaq on Sep 25, 2017
Gay Male

Comments, critiques and tips are welcome. Jeremy Stanton vs. Ryan Hicks Dedicated to lovekinkysex (#tryingtograntyourwish) Parting! *** Jeremy moaned in his sleep. He was having the most incredibly erotic dream. He was standing under a waterfall with Ryan. Ryan was in his arms, with his arms and legs locked around him as it had been during their kiss i...

House-Sitting with a Homosexual Pt. 04

by GayTripper on Sep 17, 2017
Gay Male

After a very long wait, I am pleased to present the fourth part of House-Sitting With a Homosexual. This segment takes place four years after the third part and is set just a few days before Eric and Elena's wedding when Daniel returns to Eric's life. I hope you enjoy the story. ***** Elena and I sat across from each other at the kitchen table in our small...

A Millennium Boy

by JASONSHOMOEROTICA on Apr 24, 2018
Gay Male

CHAPTER 1 I am as old as the century; but, in fact, I am also as old as the millennium as I was born in the year 2000. Of course I am as delusional as 99.99% of the world's population in thinking that January 1st 2000 was the start of the twenty-first century and simultaneously the start of the third millennium; for as all enlightened people will recognise,...

Marking the Decades

by KeithD on Nov 18, 2019
Gay Male

Chapter One: New Year's Eve 1989 There were four of them on the bed in the second-floor master bedroom of the Baccarat Hotel and Residence Condo building on Manhattan's West 53rd Street, conveniently located near the Broadway theater district. The caterers were downstairs in the living area doing last-minute preparations for Ted Sullivan's early-evening buf...

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. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~...

What Was I Thinking? Ch. 01

by Daedalus369 on Sep 14, 2017
Gay Male

I woke up early on Saturday morning, just before dawn. For a moment I wasn't quite sure where I was. All I knew was that I really needed to take a piss. When I stepped outside I saw that a few other tents had sprung up in the clearing. I had purposely chosen this spot for its relative seclusion. They must have wandered over from the main group sometime duri...

Matthew Makepeace: Made to Measure

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

CHAPTER 1 Matthew Makepeace laid his final brick of the day and, in his usual meticulous fashion, pointed off the excess mortar from the course he had just finished. When Matthew had finished a piece of work, there was never any need to go back and point the joints as he always left everything perfect. Matthew was, as you must now have gathered, a brick- l...

The Making of a Gay Disciplinarian

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

My name is Kevin Pettifer. I am just twenty-five years old. I am a regular sailor in the Royal Navy, which I joined as a cadet when I was eighteen years old and in which I now hold the non-commissioned rank of Petty Officer: Petty Officer Pettifer! I have just been promoted to this rank and posted to what seems like my dream job: chief physical education ins...

The New Boy at Work

by Justrex on Sep 14, 2017
Gay Male

5-13-14 The New boy At Work He kept pushing me... Flirting with me... Giving me those sly winks and little comments... And there's only so much a man can take, after all. Of course that went on all of the time. Working where we did... I won't say where... being around the people that we had to deal with day after day... some of them little more than anim...

Little Jimmy Grows Up

by timmywells on Sep 14, 2017
Gay Male

In the interest of full disclosure I would like to mention that this story involves the following topics; rough, reluctant but consensual sex, anal sex, and both very dominant and completely submissive characters. This story takes place during the Summer of 1970 and involves a very shy, meek and socially awkward guy whose life is forever changed one day in...