Gay Wedgie Stories

34 results
Orientation
Length
Source
Infinite Scroll

Beef-Cake

by cd4girls on Aug 18, 2017
Gay Male

Being bisexual, I have always been attracted a certain kind of man. A man with an in-shape body, dark hair, always shorter than me, skinny, a cute small ass and a pretty boy face. All of that could peak my interest in men. Although I have never pursued anything anal, I had more fun with men on nights I couldn't pick up a girl, or just felt like being with a...

Fringe Benefits

by pantyboy4mistress on Sep 14, 2017
Gay Male

My boss, Byron Powers, was a good looking black man who had risen through the ranks of company much faster than anyone before. He ran marathons, worked out on a regular basis (he even had a portable gym in his office) and and as far as I know had his fill of all the pussy he could ever desire. I liked Mr. Powers. He had an easy going manner and his employe...

Van: Shars

by JimBob44 on Dec 4, 2017
Gay Male

*Author's Note: Any and all persons engaging in any sexual activities are at least eighteen years of age. Disclaimers: Yes, I need an editor and no, I do not want an editor. If this fact bothers you that much, kindly quit reading now. Yes, there's too many people to keep track of, yes it jumps around too much, yes it's too long, yes it's too short, yes it'...

Kyle Ch. 03

by jdylanh9 on Aug 31, 2017
Gay Male

3. Continues To Surprise Kyle Owns Me This is the third installment of the Kyle series. The first two installments are completely true. This installment is about half and half. All usual disclaimers apply. All sex acts are between 18 year old adults. So, I have now had my best friend Kyle shoot two loads of his teenage baby batter into my teenage mouth....

Cabin Retreat

by SeanCayden914 on Sep 14, 2017
Gay Male

Jeremy stared out of the window, watching tree after tree pass. His forehead was beginning to feel numb from the glass, so he straightened up in his seat and looked around at his fellow passengers. Danny, a shorter guy with a blonde military-cut hairstyle, was messing around on his phone in the seat beside Jeremy. On the row behind them were Addison and Po...

House Rules Ch. 07

by EROTICbearscribe on Aug 7, 2019
Gay Male

WALKING THE WALK "We're going to have a visitor today," Daddy announced during breakfast one morning. He was wearing a suit because he had a business meeting. He looked very sharp. My daddy was so handsome. I was such a lucky sissy. When I asked him who was coming, he told me it was Miss Marguerite. "Miss Marguerite from The Beauty Mark?" I asked. L...

My Buttslut

by thatrileyguy on Dec 16, 2019
Gay Male

This story is about a college guy named Keith who falls for another college guy named Maximillion, with you guessed it, a nice bubble butt. I'm writing this story because I noticed there is a lack of stories on this site about my #1 turn-on: a guy's ass. I hope this inspires others to unleash their love for the butt. I hope you enjoy the story and feedback...

Sir, Yes Sir!

by Emily_sweetness on May 11, 2020
Gay Male

I just want to start by saying I haven't had much experience writing erotica and this is just a way for me to deal with my lust without actually masturbating. On that note, please feel free to offer criticism and ways to improve but I beseech you to do so gently. And yes, I agree, I'm writing this disclaimer to absolve myself of all cardinal sins of erotic w...

Alex and Tom

by sgc45 on Jan 22, 2019
Gay Male

It was the spring of 1995, I was 18 and growing up in suburbia. I was walking down the tree lined street with shaded sidewalks heading to the store to pick up some snacks. The street was long and straight and the tall Oak and Maple trees were just leafing out. It was a sunny but chilly day after rain had fallen the night before and I avoided the worms that h...

What Happened in Harvey's Room Pt. 01

by Robert_Furlong on Sep 14, 2017
Gay Male

The five of us gathered round Harvey's laptop, pulled our dicks out and he loaded up the movie so we could all wank off to it. I was new to the academy and I'd never been in a circle jerk before, so it seemed funny and horny at the same time for us all to be crouching round like this with our boners poking out from our flies. "This is so fuckin' hot," Harv...