Gay Caught Cross Dressing Stories

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Equestrian Afternoon

by muffinbod on Aug 18, 2017
Gay Male

After our first encounter, a casual fuck following on from a meeting in a favourite chatroom, I had not expected any further contact from Jay. Appearances can be deceptive. I have a preference for big muscly men with powerful thighs and arses, preferably hairy but certainly manly. The more manly, the better. I get hit on by young men a lot. Quite often by...

This Thing Called Life Ch. 04

by noodneighbor on Sep 14, 2017
Gay Male

After pulling into the hotel parking lot, I left my suitcase in the car, not sure if I should be doing this. I had learned a lot about myself from Becky and Mark and had a great time but I still loved pussy like it was honeysuckle rose but then again why was I constantly thinking of Tree and his immense member that had opened both me eyes and my ass to the w...

The Seduction of Roger Ch. 01

by Ken Nitsua on Jun 8, 2020
Gay Male

THE SEDUCTION OF ROGER CH. 01 by K. Nitsua. Copyright 2020 by the author. Every gay man at some point in their lives runs into someone who provokes lust at first sight. Someone who is just their type, handsome, hunky, hung—and straight. Usually that's the end of the story for me. I'm good enough looking and comfortable in my skin. I have a busy enough socia...

Joe Tom

by perihelion on Sep 14, 2017
Gay Male

I had my soft dick in my hand. I gently rubbed it and slid the foreskin back and forth over the glans. I was embarrassed as hell. "Come on, Marc! Please do it for me! It's our last time together, man." I looked at my friend Carl's face, freckled and ruddy. I'd known him for several years. He was lying naked on my bed and I stood beside the bed, my dick han...

Doctor Oh Doctor Ch. 02

by mrfallenangelxx on Aug 28, 2017
Gay Male

It was half way through the flu season, and everyone around me was starting be caught by the bug, luckily I hadn't caught it yet. I thought to myself I had better contact my local GP and request a home visit so he could come and jab his needle inside me and protect me from this horrible bug. I phoned just after I finished work on one of their later days and...

Santa Daddy

by MandolinRain on Aug 17, 2017
Gay Male

"Did you find everything you needed, Sir?" Kevin smiled his patient 'holiday shopper' smile, even though underneath he was dying to get the store closed up and get the hell out of here. The man glanced at him rather frankly over his glasses, letting his gaze settle on Kevin's tight, compact little body. Kevin was lean and muscular, with a diamond-hard ass f...

The Soldier... Just Get Home

by reallife4me on Jun 26, 2019
Gay Male

If there was one thing that Thomas hated it would be uncertainty and this mission reeked of it. From the beginning during the operational briefing something was off. In his 8 years of active duty and the last three as a Navy SEAL he had never been in a briefing where the majority of the information and tactical objectives were being given and laid out by a c...

A New Shirt

by Pissdrinker on Mar 6, 2018
Gay Male

I like to tell it like it is so if you aren't into things I like, fair enough. I'm pretty vanilla but if a guy kisses me, proper open mouthed kissing, then it drives me wild. I don't get the attitude that somehow it's too gay or something to save for the missus 'but can I stick my dick up your arse anyway?' ('No' would be the answer to that one.) So yeah, I...

Curious To Compare

by luvgoth on Aug 18, 2017
Gay Male

I have always wondered what it would be like to have sex with another guy. I mean I've never been attracted to another male before but I have always been curious as to what a cock tastes like. It isn't just about the taste of the cock either, I always wanted to be able to compare the taste of female cum to males to see which was more to my liking. Well I got...

Alex in Wonderland

by Johnboy9 on Sep 16, 2017
Gay Male

Thanks in advance for any and all feedback and votes. I welcome all sent me. Please, 18 years old and up only allowed. Characters in this story are at least of that age as well, even if not indicated. I put this in the gay category though I am really not sure. Its a slow developing tale, unlike my other stories. It will again develop into a transvestite/t...