Gay Caught Crossdressing Stories

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Turning Myself Gay Pt. 03

by bart_allen on May 29, 2018
Gay Male

To my mutual humiliation and arousal, the next morning at work, Marie could instantly tell. Truth was, I could see why: Nathan had fucked me three god damn times, and I my ass was sore as hell. Sure, he'd been tender as well at times, but one look at me and she knew. She just rolled her eyes at me, causing me to blush. She wanted to know what he looked like,...

Longing for Change

by Maria24 on Dec 12, 2018
Gay Male

1. John woke up, his mind flooded with mad desires and lust—still influenced by the wet dream that had spoiled his boxers. He took a long, cold shower while coffee brewed. However, the plentiful stream of hot water failed to wash away the strong, bizarre sensations that had tortured his mind for months. He poured himself a steaming cup of coffee and lit a...

Kindness of Strangers Ch. 03

by bjmichaels on Sep 14, 2017
Gay Male

By the time I reached the outskirts of Houston, the adrenaline-rush I was feeling was counter-balanced by the rush-hour traffic I was stuck in. Stop-and-go traffic---I wanted to scream! And then the rain started... OH MY GOD---WHAT IS THIS---A MONSOON?? The rain was so heavy, it was difficult seeing the brake lights of the car ahead of me. My nerves were f...

Locker Room Encounter

by frozen17 on Aug 18, 2017
Gay Male

He caught me watching him as he began to undress, removing his shirt. He had a beautiful body. Every muscle in place, tight and perfect. His torso was smooth and hairless. A thin layer of sweat covered his dark skin. A few times I was certain he'd caught me staring yet he paid no mind. We were the last two left in the locker room after gym. We didn't speak,...

ENM Intertwined - Jack Pt. 01

by SpecialtyM3 on Jan 22, 2020
Gay Male

(Author's note: This series intertwines with other stories I have been working on that mostly focus on ENM. This particular arc begins before Rorke's arc but advances during Avery's arc and possesses an LGBT quality as it speaks through a different perspective. If neither of those things interest you don't have to read. I hope you enjoy!) ***** Very nice t...

Tales of Dick Ch. 08

by Bjsroxxs on Oct 12, 2017
Gay Male

***Everyone in this story is fiction and is at least 18 years old or older*** ***** Chapter 8: Fast Loads at LA High Jason and I spent the rest of the weekend watching movies. On Monday, he went to school and I went back to work. As I walked to work I thought about our experience at the pool, wondering if I would see Kyle again. Jason: I left Dick's hou...

In Public Ch. 01

by Goldeniangel on Aug 30, 2017
Gay Male

Bruce and Jeff grinned as they looked around the empty movie theater... it was unlikely that anyone else was going to come anyway since it was just before the movie started. They'd already missed most of the previews... "Oh my, a private showing," whispered Bruce into Jeff's ear, making him shiver, "How special are we?" "Maybe we could do something to mak...

Hot, Straight Step Brother Moves In Pt. 03

by Gayguilt on Sep 14, 2020
Gay Male

Neil felt sick. He felt almost as if he could vomit. He had been caught in his step brothers en suite, butt naked, sat on the closed toilet seat with his now soft cock in his hand and sticky cum dripping down onto the floor. So many things were going through his head. Why on earth did Liam do this? What purpose did this serve? He deliberately made Neil horny...

Gardens Delight

by Ilbfita on Aug 18, 2017
Gay Male

A Sunday picnic in the public gardens with the extended family on a warm spring afternoon is hardly the time or place for a young man to lose his innocence, and yet this is precisely what happened. I don't know what it was about the man that initially caught my attention; perhaps it was a sixth sense. What I remember most was the way he looked at me. I sudd...

Out

by FoxyMoxy on Sep 14, 2017
Gay Male

His stomach was a mix of excitement and fear, and it was impossible to untangle the two. There was a good showing of people out tonight. Smoke, alcohol and high pitched laughter wafting around through the air. The light turned green and he stepped out with the waiting crowd off the curb to cross the street. Part of them, but apart. His hands and feet were bu...