Cross%20dressing Stories

43,513 results
Orientation
Length
Source
Infinite Scroll

Ecstacy

by jaydizzle90 on Mar 18, 2020
Romance

Jay slumped into the vacuum of his bed the minute he was through the door. His substantial, dimly-lit bedroom was in this moment gently buzzing with the latest trending music. No one heard the audibly drawn sigh that issued from him as he relived the day's events; what had his life come to? Repetitive technical work, ineffective leadership, emotionally unint...

Con Crash Space - A New View

by dirtyeric9854 on Jan 22, 2020
Exhibitionist & Voyeur

Tom was glad to be on break. He loved working conventions but he definitely needed to be away from people from time to time. He needed quiet spots just to get through the day. He also hadn't had a chance to process his situation. His roommates for the weekend were two of the most gorgeous women he'd ever known and they seemed to be into him, at least at firs...

Futanari World Transmigration

by Gregory8 on Jan 27, 2020
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** **Author's note: All characters in this story are over the age of eighteen** Anthony was walking down the street with a hamburger in his hand, taking in small bites here and there as he was returning home from work. He had grabbed himself a snack due to the long walking distance...

A Whore at Dread Harbor Ch. 02

by HookedonPhoenix on Jan 20, 2020
Sci-Fi & Fantasy

Previous Choice: Physically Interpose Deckard between the mercenary and Diana Deckard knew where altercations like this could lead. He had to protect Diana first and foremost... but perhaps the situation could still be salvaged. He stepped between the mercenary and the frightened waitress, obscuring the bald man's view of his intended target. "Fuck o...

Fantasy to Reality

by fantasyCD65 on Apr 20, 2020
Transgender & Crossdressers

So there I was, my stockinged legs resting on his shoulders as he pumped me relentlessly with his thick hard cock. My panties were long gone, allowing my boy clit to slap rhythmically against my stomach. The suspender straps were still just about attached to my garter belt and my bra clung to my D size breast forms. And I was in complete heaven. — I suppos...

Scott's Story Pt. 01

by DeanaBard on May 12, 2020
Fetish

First Date, First Taste [Memories from a distant time. A time before VCR's, cell phones, and computerized everything.] The memories of that night are burned deeply into my brain. All it takes is a certain smell or taste to instantly transport me back in time; to my senior year of high school. To be more precise, the last six weeks of high school. When my...

Melusine Ch. 03

by ladyluck2326 on Apr 15, 2020
NonHuman

Melusine awoke to a high pitched keening sound, punctuated by a wail of agony. It was some moments before she realized that the horrible cries were coming from her. Her chest was burning like she had been breathing the sulfuric waters of a volcanic vent. The pain intensified by the second and the frilly gills behind her ears fluttered wildly to no avail. Sud...

Created in the Image of a Superior Being Ch. 02

by alyssawinters on Apr 15, 2020
Transgender & Crossdressers

'Created in the image of a superior being.' pt 2 Philip Meyer needed to counter balance the dominance he recently experienced from Gloria. He had been cultivating the twenty-something male bike messenger Brendan for some time. His shock of unkempt red hair reaching his shoulder the thin framed 25 year old male locked up his bike on the street pole before wa...

Poolside Fun Pt. 01

by faygord on Jul 3, 2019
Exhibitionist & Voyeur

Susie dropped her kitbag as she entered the house and flopped on the sofa. "Come sit beside me" she said to her partner, patting the seat. "Good run?" he asked. "Yep" she replied. "I met a guy doing the same route and we fell into step. It can be lonely pounding along on one's own. Led to a rather interesting situation though." "Tell me more..." "I'm no...

I Said, "Tell Me You Like It."

by amehfied on Jul 30, 2019
Erotic Couplings

Maya adjusted her skirt as she walked through the doors of the bar. Scanning the room, she wiped her hands nervously as she spotted him. "Hey, I'm so sorry I'm late! I can't figure out to get around yet." "No problem, it's great to see you. Can I grab you a drink?" Dan stood up to give her a kiss on the cheek. "Yeah, please. Whatever you're having sounds...