Gay Cross Dress Stories

5,200 results
Orientation
Length
Source
Infinite Scroll

Another Prison Story

by frezrevup on Sep 14, 2017
Gay Male

Thanks to all of you that provide comments and send emails. I read it all but unfortunately I'm not allowed to respond. ________________________________ My friend Craig and I were supposed to be watching each other's back but that only lasted as long as it took for him to make friends with a big dude on the bus ride to prison. The first few hours after b...

Prison School - The Final Chapter

by o2byoung on Nov 24, 2017
Gay Male

**Author's Note** I apologize to my readers and followers. I know it's been a long time coming. After the Lit police rejected Chapter 31, I was at a loss, as it completely destroyed my story line as I had planned it, and I fell into a severe 'writers block.' I finally settled down a couple weeks ago, threw out the original Ch 31 and started on this—The fin...

They Are A-OK Ch. 30

by fantasyhunter2 on Sep 14, 2017
Gay Male

I didn't think much about Alicia, the island or even Adam over the next few of weeks or so. It was a busy time. The start of classes combined with learning the duties of council membership and dealing with so many pledges to fill more hours than I thought there were to be filled. I didn't even have time to learn any more about Dan and his sexual transformati...

My Weekend with Charles

by bhart1 on Aug 18, 2017
Gay Male

Not really a story, per se. Just a dad-on-dad sex romp based on a recent encounter with a good friend. * * * * * * * Friday Night * * * * * * * It was near the end of a long Friday at work when my phone alerted me that I'd received a text. The ring tone told me exactly who'd sent it; Charles. He's a cherubic little man in his early sixties I've been play...

A Marine Called Jason

by jock161 on Sep 25, 2017
Gay Male

Chapter One I waited at the bar, waiting and praying that he would show up, afraid he wouldn't. There was always that fear that gripped my guts when were to meet up. Toby's Bar was typical of GI hangouts in Saigon; dark, smoky, not very fancy, with hookers, the whole package, except for one thing. Toby's also catered to gays. Not openly. He didn't advertis...

Mac the Mechanic

by robcub32 on Sep 25, 2017
Gay Male

Second Edition ©2013 (Original ©2009 Rob Colton) # Chapter 1 I looked at my watch as I stood at the elevator bank with my laptop bag. It was only 6:30 PM. That was pretty good. Lately it seemed I've been working later and later. My name is Mike Andrews. I'm twenty-two years old and this is my first job out of college. I'm a corporate app developer for on...

The Exploits of Cockslut Kelly 05

by CSK on Aug 29, 2017
Gay Male

WARNING!! THIS IS A GAY MALE STORY, BUT IT IS ALSO AN EXTREME BDSM STORY AS WELL. THIS STORY COULD EASILY BE PLACED INTO ANY OF THE FOLLOWING CATEGORIES DUE TO THE CONTENT: GAY MALE, BDSM or FETISH. I HAVE REQUESTED THIS FOR THE GAY MALE SECTION, BUT IT MAY END UP IN THE BDSM SECTION OR ANY OF THE OTHERS IF THE EDITORS OF LITEROTICA DECIDE TO RE-CATEGO...

Firecracker Ch. 02

by Cruel2BKind on Sep 25, 2017
Gay Male

*I'm back, Baby* The boy woke up, as he always did, opening his eyes to see the protective circle, etched in deep blue lines on the ceiling above his bed. His mother's hand was on his shoulder. The woman was tall, fierce in a way that many had a hard time describing. Her hair was fire-red. Her eyes had a ring of silver around the pupil, very close, very th...

Of All the Little Coffee Shops. . .

by EventualRain on Oct 3, 2018
Gay Male

'No , no, no,' I thought frantically 'Not today, not today of all days'. He was here, my french vanilla dream man. In all his gorgeous glory, he was here. And I was a mess, a literal hot mess. It was the hottest day of summer so far and the air conditioner had blown ten minutes after I arrived to start my shift at the coffee shop I co-owned with my best frie...

Velvet Interrogation

by shabbu on Dec 9, 2017
Gay Male

[Note: In the world of espionage a "velvet interrogation" is one in which the subject doesn't know it's an interrogation at all.] Chapter One: Chet "I think the camps possibly seemed worse than they really were because I was in a cushy environment one day and then in the camps and then back to a cushy environment. I suppose for those in the camps it wasn't...