Gay Caught Crossdressing Stories

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Bathhouse Heaven Ch. 32

by glory_first on Aug 22, 2018
Gay Male

The bathhouse was fairly empty this Wednesday afternoon, a reminder of different rhythms from the past. Following the familiar routine, today with more space to undress than the case lately. The beer was quenchingly cool, and quickly finished. Going upstairs, I walked towards the sling room, noticing a couple of men going different ways than my path. How...

My Name is Dave Ch. 01

by davas on Sep 16, 2017
Gay Male

Hi. I'm Dave and this is my story. Let me tell you a little about myself. I am six foot even, 155 pounds with shortish blonde hair, and blue eyes. I am thin, but with strong legs and ass. I have light body hair, a fair complexion, but I can hold a tan. I think I've got a nice body; I'd fuck me if I had the chance. I am twenty-four years old, two years out o...

Turning Myself Gay Pt. 02

by bart_allen on May 29, 2018
Gay Male

It had been an exciting experience. I jerked off two more times once I got home that night, focusing more on the thought that I had taken such a large step in turning myself gay. I certainly didn't feel any different, I just did what gay guys do, suck cock. Of a random guy they solicited off Craigslist, chiding myself for the thought. But it was one of many...

Bathhouse Roles

by glory_first on Sep 14, 2017
Gay Male

Arriving right at the bathhouse's opening time on Tuesday, the sky dark enough to think that rain would be arriving soon, the entrance was busy. 5 stacked bundles of the latest edition of a free local gay magazine were outside the door. Going in, before I could mention the delivery, a man with a blue t-shirt that read "I like face fucking - ask me" brushed b...

Lady Fortune's Smile

by Malice2 on Aug 18, 2017
Gay Male

From deep in the bowels of Hell, the Prince of Darkness releases his hordes of foul, evil and dysfunctional minions bred for the sole purpose of showing up to roommate interviews. And I, Theodore, the legal head of household, must sit here through each horrifying, grueling one on one session with these abominations and remain cordial, collected and most of a...

Charlie

by Dennis_St_John on Aug 30, 2017
Gay Male

I froze in shock, not wanting to believe what I was seeing. This had to be some sort of sick stupid joke my best friend was playing on me. I pulled my eyes away from his chest and looked him in the eyes, seeing tears and shame on his face. Anger surged through me like a bolt of lightning, feeling betrayed and a little stupid. I couldn't help myself, I sa...

Exploring my Sexuality Ch. 03

by alexis19901 on Jul 6, 2020
Gay Male

I could have put this story in a number of categories but it consists a lot of gay sex so that's why I've picked it. It does contain some elements of taboo, group sex, crossdressing and gay sex. The other chapters do provide some of the back story. After my last meeting with Mark, I went back to my normal life. Going to work, college and seeing my girlfrie...

The Lure of Cock from the Closet

by jakladd on Oct 15, 2017
Gay Male

It's true. We desire cock. Our wives have no idea what goes on inside of us with this desire to submit...to cock. We hide it from everyone but in our minds it's a runaway train. To touch, feel, pull on, sniff, rub our faces in it, lick it, taste it, suck cock. We've done it before, maybe a short time or a long time ago. The specter of guilt and shame dampens...

Ben Loves a Challenge Ch. 08

by PDreadful on Dec 9, 2019
Gay Male

**I promise this isn't the end, there's more Dean and Ben to come. I hope you enjoy. -Penny** What he'd felt after Laura left him felt shallow in comparison to the pain-coated emptiness inside him now. Nothing mattered anymore, Dean's cold dismissal broke something in him. Worst part was that he couldn't figure out where he'd gone wrong. Dean didn't call,...

Frat Party Costume Sex

by SluttyBisexualGuy on Mar 2, 2020
Gay Male

This is the story of how 19 year old Caleb Jensen found himself in the sexual predicament of a lifetime. It was the fall rush season and Caleb had been accepted as a pledge at the USC frat of his choice: Tau Kappa Epsilon. Their off-campus reputation was legendary and they threw incredible parties that people talked about for weeks. The girls that attend...