Gay Shaving Sissy Stories

1,448 results
Orientation
Length
Source
Infinite Scroll

Falling for Matt

by icyblue on Sep 14, 2017
Gay Male

Normally I'd wake up regretfully, instantly turning over and trying to get back to sleep. Not today though. Today I was out of bed and on my feet practically before I had my eyes fully open. I felt giddy with excitement and could hardly wait for the day to get started. After a quick stretch and a glance out the window to make sure the weather suited my mood,...

Held for Ransom

by rae121452 on Apr 17, 2019
Gay Male

The first thing that Gavin was aware of when he woke up was that he had a hell of a headache. The next thing, when he opened his eyes, was that he had some kind of bag over his head. Then, in rapid succession, that he had to piss, he was sitting on a hard chair and that his hands were tied behind his back and that he was naked. "Hey, it looks like he's comi...

Stefan

by perihelion on Sep 25, 2017
Gay Male

I always preferred the company of boys and never liked to play with girls, even as a child. I have two older brothers and everything in my home was all about three boys. It was a life of sports and typical guy stuff like hunting and fishing, climbing trees, and the things that make a macho father's chest swell with pride. I never really thought much about it...

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...

Runt and Giant

by NRMathis on Jul 31, 2018
Gay Male

It was dawn on a summer day in a forest in Idaho when Paine spotted the body floating in the river. He had gone out hoping to catch some fish. He didn't need to live off the land, but he liked doing it whenever possible. It meant that he didn't need to go to civilization as often. He had arrived only minutes before and was busy attaching his lure when he sa...

12 Days

by dagan732 on Sep 25, 2017
Gay Male

Hey all and Happy Holidays! First Day I hung up the phone and stared at it for a minute before picking up the glass of wine I was nursing through dinner and throwing it against the wall. The sound of glass shattering into pieces didn't relieve me as much as I thought it would and the thought of the chardonnay possibly staining the paint didn't help. I pic...

Fighters

by nakamook on Sep 14, 2017
Gay Male

A few warnings right off the bat. This story goes to dark places - assault, substance abuse, alcoholism, depression. Everyone who deserves to end up okay ends up okay. We'll all get there in the end, together. Have faith; love wins in the end. But nakamook, I hear some of you say. This is not what we expected. What about the pirates? What pirates? Just...

Cupid's Sophomore Year, Semester 01

by xaviermayne on Sep 25, 2017
Gay Male

This story involves acts of both sex and romance between consenting adult males, so if that's not allowed where you live then you should march in the streets. I'm releasing this story under Creative Commons by-sa-nc license, which means you can do pretty much whatever you want with it, as long as you give me credit and don't use it for commercial purposes of...

Steve and Kyle

by JASONSHOMOEROTICA on Sep 5, 2018
Gay Male

CHAPTER 1 Kyle Sinclair, the main character -- let us call him the hero -- of this story, is a Chicagoan; active, young, muscular, sexually superbly equipped and totally gay. Kyle comes from a working class family living in the western suburbs of the city and has never paid much attention to learning anything at school, which, when he was eighteen he left r...

Worth The Risk

by mochakink on Sep 14, 2017
Gay Male

Dear Readers, I sincerely hope that you enjoy reading this. It is truly a love story, so please hunker down and strap yourself in for some serious reading. For those of you who just like a quick romp, I'd like to apologize in advance and advise that maybe you try something new. It is always a joy for me to be able to express myself through my stories and an...