Gay Pillow Hump Stories

4,006 results
Orientation
Length
Source
Infinite Scroll

A Quickie

by dscott1947 on Aug 18, 2017
Gay Male

Copyright 2007 by Dwight Scott All rights reserved. Other than downloading one copy for strictly personal enjoyment, no part of this story may be reproduced or transmitted in any form or by any means, electronic or mechanical, except for reviews, without the written permission of the author. However based on real events and places, "A Quickie " is completel...

Caught with a Wedgie

by marriedhubbi on Oct 8, 2019
Gay Male

I never knew that my straight-laced life could take such a turn. Until that day I thought my hidden life of masturbation would remain undiscovered forever. You see, I have an unusual way of masturbating. When my wife and kids are out of the house, I often head to the bedroom and strip to my underwear. I prop up a couple of pillows in the middle of the bed,...

Military School Ch. 01

by hotchat on Sep 14, 2017
Gay Male

This is the story of a late bloomer.....a kid that never had much to do with anything sexual all the way into his late teens. I am sure there are a lot like me out there, but most of us are too embarrassed to admit how long it took for us to reach full sexual awareness. I guess it depends on your up bringing and where you grow up and who you happen to grow u...

Rory and Sebastian

by sebastiando on Sep 14, 2017
Gay Male

- Everyone in this story is over the age of eighteen at the time it begins - I wish I could say it was love at first sight. But it wasn't. And it wasn't one of those instant hatreds either. The kind where a weird tingle shoots straight to your balls and you want to pound the fuck out of the person -- whether it's with your fist or your dick, you don't quite...

Son Gets Surprise Dick during Sleep

by NoahJon on Mar 16, 2020
Gay Male

DISCLAIMER: -Remember a fantasy is just that; Fantasy. Don't get it mixed up with reality too much! For your own sake. -Characters in this story are of legal age (18+) to engage in sexual acts with one another. -Sex between characters is consensual, even if it doesn't seem like it on first glance -Make sure you are legally allowed to read this NSFW story. -A...

Bad Luck for Me

by Triplebottom on Aug 18, 2017
Gay Male

I wasn't very happy. My boss made me take a vacation because I hadn't taken one in years. Ever since I divorced my wife, I simply drowned myself with work. I didn't want to date or even look at another woman. I was just so damn heart broken. Heather was perfect to me. I guess she didn't feel that way about me since she had an affair with her old crush from h...

I Hate My Master Ch. 19

by maxpotter on Sep 23, 2019
Gay Male

The guy Chris took to bed after the party was named Tyler. I had to serve them breakfast in bed, and they stayed fucking around, fortunately without me. They headed out to lunch leaving me to my chores. My shock collar was back on, and I got a Dial-A-Fag call from Travis who wanted a fuck then sent me to clean his apartment. I got a text from Josh as I was a...

The Gay Wife

by rik581 on Sep 16, 2017
Gay Male

"Passionate Reading" Ginger held her romance novel in her left hand as she read the seductive steamy passages. She was in bed slightly propped up on her red satin cased pillows. She took deep breaths as her passions slowly rose. Her right hand lay on the back of her husband's head. She continuously twirled a lock of his hair around her manicured finger as h...

Slut Scout

by Michele G on Sep 14, 2017
Gay Male

Our neighbors have a really good-looking son," Chad. His room is up in the attic of their house like mine is. Every now and then I see him in his window and he's seen me from his. He knows all about me and is cool about my cross-dressing. I see him with a lot of pretty girls. Sometimes I catch him sneaking them up to his room. The girls can get pretty loud a...

Iron Cloud Night Ch. 02

by Feare909 on Dec 3, 2019
Gay Male

The door opens to one of the deluxe suites the Iron Cloud has to offer. With large round dark cushions arranged in several places of the room, there is a hot, steaming tub built into the center of the floor, framed with rugged rocks around. On the ceiling are luminous streaks of white and grey, resembling a calm, decorative cloudy sky, with a single larger b...