Gay Caught Cross Dressing 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,...

The Fraternity Party

by Dawns on Aug 18, 2017
Gay Male

The Lambda Delta Phi frat house at UCLA campus decided to have a party at the start of the school year. It would provide a chance for new students and members to get together and get to know each other. There might be thirty plus members there. I was just starting school as a freshman back then in September 1997. At the same time I was coming out. I knew si...

Lust Never Sleeps Ch. 06

by ShelleyRunyon on Aug 31, 2017
Gay Male

Darryl opened his eyes to find himself looking directly into Sawyer's cinnamon gaze. "Morning, love." The chipper beauty smiled—Darryl melted. "Sleep well?" "Slept wonderfully," Darryl replied. "Me too." Sawyer placed his hand against the back of Darryl's dark head and pulled him closer, their lips meshing perfectly. I think I could easily get used to...

How Did I Get Here

by bart_allen on Oct 15, 2017
Gay Male

I found Wendy on OKCupid. She was just another face as I scrolled down, albeit a fairly attractive one. I clicked on her profile, glancing over it: she was older than me, which is not usually my type, and she was six years older than I at thirty two. She had a darker natural red hair in shoulder length cut, but a sort of light olive complexion, and pouty lip...

Out of Uniform Ch. 08

by gustavca on Sep 14, 2017
Gay Male

The following day dawned bright and sunny but with ominous clouds looming to the west, right in our path. King Neptune and his court had announced to all and sundry the upcoming Crossing the Line Ceremony and the accompanying Wog Day. Wog Day, actually an evening, allows the Pollywogs to get a little of their own back before their initiation. The Pollywogs...

Tony

by zaphod40 on Aug 18, 2017
Gay Male

The Adventures of Urlen – Chapter 5 It's funny how differently men grasp their cocks when they masturbate. Maybe it's in the genes or maybe it's happenstance and perhaps it also has to do with whether or not they're cut or how tight their foreskin is. I guess there's no school for masturbators because no-one ever teaches us how to do it. My friend, Steve,...

Suck Thy Neighbor

by ret123 on Apr 8, 2019
Gay Male

I am a masculine, aggressive businessman who keeps himself in good shape by lifting weights and cycling almost every day. I am married and have two kids who are terrific. I work hard, make a lot of money and go to church almost every Sunday. I was heterosexual and faithful to my wife until I was in my 50s. My attractive wife is a lot younger than me and we h...

Winners and Losers Ch. 12

by bawdybloke on Sep 15, 2017
Gay Male

If you have missed the previous installments the premise of the story is that after a football match, the losing team must provide sexual relief for the victorious players; the narrator has recently admitted his bisexuality to himself, his team and his fiancée. Previous chapters for Winners and Losers are on Literotica * * * * * My "coming out" to my team...

The Dark Place Pt. 01-05

by DarrenAddams on Apr 14, 2020
Gay Male

1 I never expected to end up in this position. Cold, alone, desperate, I huddle beneath the overpass and try not to think of the things my parents had said no more than three hours beforehand. You're gay? they'd asked, then repeated it by saying, You're GAY? I'd wanted it all out in the open, so I could finally stop hiding from not only myself, but the...

My First Faggotry

by anna_subCD on Aug 18, 2017
Gay Male

My stories are all true recollections of events from my life, as accurately as I can remember them, with two exceptions: 1. The names of my partners have been changed for their privacy; and 2. I have omitted any references to safe sex, because reading about people fiddling about with condoms is not to my mind very sexy, and in stories you don't need to be...