Gay Wedgies Stories

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A Summer of Firsts

by Turbidus on Aug 30, 2017
Gay Male

Everyone depicted in the story is over 18. All the characters are fictional; if you think you recognize yourself you're mistaken. The story is fiction is fiction of course but I hoped to capture some of the confusion and anxiety of discovering something new about yourself, especially in a small town. The story takes a dark turn. Not all first times end l...

A Summer of Firsts - Reimagined

by Turbidus on Aug 30, 2017
Gay Male

I posted a different version of this story a few weeks ago. It had a very dark ending. If you've read that story you can skip to ALTERNATE ENDING, the first section is identical. I'm curious to see if the story is better accepted without the grim ending of the first version. Thanks yet again to LarryInSeattle for his editing assistance. Everyone depicte...

Bully to Bitch

by Emily_sweetness on Jul 3, 2019
Gay Male

You know the phrase: 'Karma's a bitch'? Well, I didn't believe it until only recently, although I didn't think it would take me 10 years for me to learn that lesson, the hard way. The name is Josh, let's start from the beginning. 2008 15 years old and still living in the innocent world of secondary school, I was the top of the food chain. Having gone throu...

House Rules Ch. 06

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Eleven WORK TO DO & BUTTERFLY KISSES I fixed breakfast the morning for the both of us. I was wearing pink hipster panties with the word SASSY across the seat and a white cami with pink trim which showed my flat belly. The material was lightweight and tight against my lean torso. You could clearly see my nipples which were as pointy as gumdrops. My...

House Rules Ch. 04

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Seven PRETTY PINK BOTTOMS The first step on my trip down that path happened one hot Sunday afternoon. I had just come out of my bedroom after spending a few hours in the pool. I was wearing a pair of loose fitting boxer shorts which hung low on my butt. I was drying my hair with a towel. Mr. Clemons was there to meet me in the hallway with that...

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,...

His Slut Ch. 02

by CSK on Aug 18, 2017
Gay Male

I walked into Alex's large spacious kitchen, and saw several bottles of liquor spread about his counter including some high price bourbons and tequilas. There were several limes, yet to be cut, sitting on his glass cutting board and a container of margarita salt sat nearby, unopened. I quickly sought out the large lowball glasses and placed them close by and...

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...

I Know What I'm Doing Ch. 02

by AzanianHeat on Sep 14, 2017
Gay Male

~Ethan~ My eyes slowly blinked open. What happened? I was sprawled on top of my made bed with a light blanket covering me. And my head was pounding. Ah, Mark. He'd called. I don't know how he'd gotten my new number, but he'd called and demanded to know where I was. Soon followed the same old spiral that we always plummeted into when fighting. He demand...