Gay Wedgie Stories

34 results
Orientation
Length
Source
Infinite Scroll

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...

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...

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...

Can A Straight Boy Be Turned Ch. 05

by Liquid_Dreamsxxx on Sep 14, 2017
Gay Male

Thursday April 16th On Monday I was on a job interview at our local supermarket. I think it went really well. They promised to e-mail me later this week. I've been applying for a job for several months but without success. I don't really care what kind of job it is, as long as I get paid. It's really frustrating going day to day without doing basically any...

The Master Swim Team Ch. 07

by cubscou88 on Jan 21, 2019
Gay Male

This is a fictional story about a young adult who joins a Master's Swim team full of older men. ***** THE SWIM TEAM, PART VII -- FIRST DAY ON THE JOB Dennis rolled over and found himself lying in a large, wet spot. Half asleep, he ran his hand down the length of his body until he got to his belly, which was also covered in the liquid. His fully erect cock...

Silk House Pt. 01

by jaiunus on Mar 12, 2019
Gay Male

Author's Note: This story is all about spandex and focuses a lot on the "dressing up" portion of play, as it is the author's favorite. Just a heads up. Happy reading! ***** There were two things I was absolute certain about myself when it came to my personal sexual pleasure. One was that I had an incurable desire to wear, see, and feel spandex. That much...

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...

Winning the Blonde Goddess Ch. 06

by spankednaked on Dec 9, 2019
Gay Male

It was Sunday morning. I had just showered and toweled myself off. I walked into my bedroom and was about to get dressed when I discovered that I had a text message from Darya on my phone. It said simply, "Meet me in Nari's apartment. I will tell you about test # 9." Darya had promised that I could be her boyfriend if I passed twelve difficult tests of her...

Silk House Pt. 03

by jaiunus on Jul 31, 2019
Gay Male

Author's Note: Sorry about the delay. I've had parts three and four written ever since I wrote the first two, but haven't gotten around to editing them. Sorry about that. After the fourth chapter, however, I'm not sure I'll be continuing the story. ***** In the coming months, the new year passed us by, and the spring semester for our roommates allegedly...

D.O.M: Benjamin

by dakotadanders on Jan 28, 2020
Gay Male

Dylan O Meets Benjamin *** Dylan O appears in my Mason series. Dana and Ross appear in my Lockie series. This is part of a planned series of spin offs featuring characters from the "In'DaMan'd" Universe.*** Series Order 1. Dylan O Meets Kelvin 2. Dylan O Meets Prince Nadal 3. Dylan O Meets Jordan + Matt 4. Dylan O Meets Benjamin Dylan looked over the...