Gay Wedgie Boy Stories

319 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

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...

Aquata Cove Ch. 75

by Feare909 on Sep 14, 2017
Gay Male

Chapter 75: Miscellaneous Yuri's car drives around the corner, into the parking lot of an apartment complex. She parks into a vacant space, and quickly steps out. She runs up the stairs until she reaches Ryo's door. She knocks hard, and waited until Ryojin opens from the other side. "Where is he?" Yuri asked, "Is he ok??" "He still asleep..." Ryo said in...

New Neighbour

by On_My_Knees on Aug 22, 2017
Gay Male

Saturday My name is Martin, and I am 18. This is my story. It was Saturday and I was at a loose end. I was planning to meet Emily at 6, but the daytime was free. The thought of staying in bed for a couple of more hours crossed my mind when I heard the noise that most teenage boys dread. My moms shouting up the stairs. "Martin, Martin, come here quick"....

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...

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...

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...

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...

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...

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'...

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...