Gay Cross Dressing Stories

3,703 results
Orientation
Length
Source
Infinite Scroll

The Foundry Pt. 01

by thatonekidd on Aug 31, 2017
Gay Male

CHAPTER ONE: Skill of Soul: Frost Monarch 3:23 a.m. Jun sat upright in his bed, sweating and panting heavily, staring at the open palm of his hand. There, in the very center, was a small ice crystal forming. It was floating and twirling about in the darkness gracefully. Jun would've been delighted by its presence -- had it been anywhere other than on his b...

Defiance Ch. 15

by SumOfAllThings on Sep 14, 2017
Gay Male

It had been a miserable morning that had steadily progressed into a wretched evening. Tate was already sporting a blooming bruise on his cheek where he had been violently struck down. He had since pressed himself in a far corner of the room and was desperately trying to remain unnoticed. He had hoped the princling would drink himself into unconsciousness, bu...

The Preacher's Son

by robcub32 on Sep 25, 2017
Gay Male

With the few customers taken care of, I picked up a rag and proceeded to wipe down the empty tables. I stepped out onto the sidewalk in front of the book store's coffee shop and wiped off the outside tables. Someone had left a newspaper on one of the tables. As I picked it up, the small headline at the bottom of the first page caught my eye: Local Reverend I...

The Aviators

by sr71plt on Aug 18, 2017
Gay Male

Chapter One: Mission Ritual The only sound in the dimming summer evening light inside the airplane hangar was his grunting and her moans and sighing. She was perched on her ass on the worn wooden desk off to the side of the two P-47 Thunderbolt fighter-bombers taking up most of the room in the hangar. A lightbulb hanging on a chain above the desk swayed bac...

The Coffee Shop Pt. 05

by canadiancowboy on Sep 14, 2017
Gay Male

The Coffee Shop V: Happiness Is A Handsome Hypnotized Hunk Disclaimer. The following story is a work of fiction. The characters portrayed within are a work of fiction as well, and any resemblance to any person, living or dead is a coincidence and unintentional. Copyright 2012. This story is the property of the author, Canadian Cowboy (formerly known a...

Sebastian Finds Himself

by JASONSHOMOEROTICA on Aug 30, 2017
Gay Male

Prologue My business card is very discrete. It says quite simply Sebastian - Male Escort By appointment only Telephone xxxxxxxx For those unfamiliar with the term 'Male Escort', let me explain. It is a euphemism for a man who is a professional copulator, selling what is usually known as anal stimulation to his exclusively male clientele. Crudely put, a M...

Kevin and Adam

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

CHAPTER 1 My name is Kevin Maitland; Kevin Connor Maitland to be exact. I live and work on what is usually known as the Near North Side in Chicago. For those of you who are unfamiliar with the geography of one of America's largest cities, Chicago sits at the south west tip of Lake Michigan. It is essentially a rectilinear city, with streets running either n...

Fighters

by nakamook on Sep 14, 2017
Gay Male

A few warnings right off the bat. This story goes to dark places - assault, substance abuse, alcoholism, depression. Everyone who deserves to end up okay ends up okay. We'll all get there in the end, together. Have faith; love wins in the end. But nakamook, I hear some of you say. This is not what we expected. What about the pirates? What pirates? Just...

Sporting Chance

by perihelion on Aug 30, 2017
Gay Male

Two hours after the school board hired me, I sat with my new principal in his office. "Jeremy, I'm glad you decided to call me. I just wish you'd done it sooner so we could talk." "It's like I said, no point in bothering you until I completed the courses I needed to teach in Georgia. I still don't understand why I had to take those extra classes if I didn'...

Stand for Love Ch. 03

by vanalas on Sep 19, 2017
Gay Male

This is another wonderful chapter which I have posted for my lovely readers out there. I hope you will have a great time reading. As usual don't forget to comment and rate this work. Enjoy... ***** Adrian was trembling. Nicholas was holding his hand tightly but he couldn't help but tremble. That woman in front of him was scaring him big time. To his dismay...