Gay Wedgies Stories

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Infinite Scroll
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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...

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...

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...

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...