Crossdress Stories

204 results
Orientation
Length
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Infinite Scroll

First Sexual Crossdress Experience

by marshall11111 on Sep 13, 2017
Transsexuals & Crossdressers

How my secretary found out I'm a bi TV and how me and my TV friend educate her into some of the more zany aspects of TV sex. *** As I laid back against the wall of the toilet with my nylon-clad thighs spread wide and my erect cock jutting up lewdly from between them, the wooden door in front of me slowly opened to admit the guy from the stall next to mine...

Serendipity

by komrad1156 on Sep 13, 2017
Transsexuals & Crossdressers

*Note to readers: I recently wrote about a cruise I went on in the Fall of 2012with my former boyfriend, Tim. I wrote it in response to the many private emails I got asking me why I don't live full-time as a woman. The short answer is: I don't want to because I enjoy being a man. I only want to be Callie a few hours at a time. Tim and I broke up shortly aft...

Mistress Morgan's Sissy Husband

by corduroysissy on Dec 10, 2017
Transsexuals & Crossdressers

Morgan Ashley was a very pretty lady, not movie star glamorous mind you, but far prettier than anything her wimpy husband Robin would normally attract. Having just stepped out of the shower she was wearing a red mid-wale corduroy bathrobe and her long red hair was wrapped in a towel. She was seated in the living room armchair with a cigarette perched between...

The Craigslist Killer Chronicles

by thrillerauthor on Sep 15, 2017
Novels and Novellas

FLASHBACK I think I'm in the clear for now. The police have come and gone, and the hotel staff has cleared the hallway outside my room. If I could, I'd try to get some sleep, but after what I've just been through, that would be difficult. So I'll try to write down exactly what happened this week, while it's fresh in my mind, in case my lawyer needs it in t...