Gay Wedgie Orgasm Stories

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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,...

A Special Day

by Madelyne13 on Feb 11, 2019
Gay Male

I have been looking forward to today. It is my birthday and I have high hopes. Dan has been up to something and today I should find out what. Greeted by a cooked breakfast and a card. Dan says I will hopefully get the present later. I am supposedly on a day off but Dan has asked me to handle one appointment this afternoon. I am an estate agent and will go t...

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...

Picture Perfect Ch. 03

by tamgreen on Sep 25, 2017
Gay Male

"Are you sure you want me to be here for this?" He was sprawled across the bed in a posture that was an obvious attempt to look casual and careless, but I knew Aleksi well enough by now--he was posing for me, and delighting in being looked at. I couldn't help but look and appreciate. He was blissfully naked, with his white-blonde hair spilling around his pi...

Sweet Spot Ch. 02

by podga on Sep 14, 2017
Gay Male

"Not bad, Andy. You live here alone?" Paul sounded impressed. Andy opened the gate and motioned for Paul to precede him through it into the garden, then stood looking at his home, trying to see it as Paul probably did. He wasn't glib or artless enough to pretend that this was just a place to live, although it was that, as well, and had been for all 42 years...

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...

Another Army Conversion

by Coxswain on Aug 30, 2017
Gay Male

This is a true story as told to me in an email from a reader. I looked forward to joining the Army. The only choice I had, really. My parents had no money, and we lived in the poorest town in the poorest part of Alabama. Jobs were hard to get and paid only enough to make crime worthwhile. Aside from the part about you-might-get-killed, the Army was the orig...

Curse of the Black Porsche

by Coxswain on Aug 18, 2017
Gay Male

Nothing is what it seems Dedicated to tampabayed * "Sorry, Eddie. That's just the way it is. Buck up, you'll get over it." He smiled like a poker player, no humor. "You'll find another cock to suck." "Chucky! Don't leave me!" When Ed heard the restroom door close behind his ex-lover, he pulled the stall door shut, put his head down on his knees, and c...

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'...

To Live and Fuck in L.A. Ch. 01

by Fit_for_a_Fuck on Jul 11, 2018
Gay Male

It was nearly 3:00 PM on a Wednesday. The year was 2003. The place was Los Angeles. The city of angels. The city of dreams. The city of sin. Nicky Robinson stood outside of the tall downtown skyscraper. He was eighteen years old and he looked it. In fact, he looked very young for his age. His face was smooth and boyish and his sandy blonde hair only added t...