A Night on the Town
By Henry Giles 31 Aug 2010
A crossdresser meets his crush on vacation, and it turns out his crush is gay too.
Gay Crossdressing Stories
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
Forced Entry In Cubicle
By cumfusion 30 Jul 2010
Sequel to: 'Sissy Boy Rectified By Rugby Forward' "OK just relax your ass, this is probably a bit bigger than what you're used to. So all you've got to do is bend down and let it happen boy!"
Sissy Boy Rectified By Rugby Forward
By cumfusion 23 Jul 2010
I felt a little pain and a wonderful feeling as this huge powerful man came right up inside me. His cock felt really hot and huge. I was overwhelmed by him; it felt like all the power of his beautiful body was right there up my rectum
Tricked By A Sissie, Now Made Into A Sissy
By sissybrucie 21 Jul 2010
How I was a tough guy, now a panty wearing sissy.
Becoming a Sissyboy
By Maikol 1 Mar 2010
I try pantyhose for the first time, enjoy it, get my buddy Corey to enjoy it too and we become sissy buddies.
My New Pretty Sissy-boi James (ch. 2)
By Maikol 1 Mar 2010
James comes over for pictures and money again and I get the surprise of my life!
Sissy Gets A Drilling at the Army Camp
By cumfusion 22 Feb 2010
"He's oozing fuck out his ass! Look Don, Cyril must have given him one hell of a stuffing!" Jeff had his fingers in my crack and I just lay there .....
Turned into a Mexican Master's Sissyboy Cockslave
By saltlakecockslave 24 Aug 2009
A young man is forced into a interracial role as a sissyboy for a Mexican Master!
My First Trip Out of the Closet (ch. 2)
By Jo 15 Apr 2008
I knelt on the bed and lowered my face to her wet, stretched womanhood. I stuck out my tongue and licked the outside clean before digging in for the "REAL" thing. It was delicious.
Preferring To Go Straight
By Kewtieboy 27 Feb 2008
This is about young gay guy and his driving interest in having sex with absolutely straight guys. There are four encounters in this tale.
Misty the slave
By Misty Stiles 29 Jun 2007
Misty a crossdresser is taken by by a man and forced to serve him as his slave.
Finally Fucked
By Willing 6 Apr 2007
He did it. He fucked me for a half hour, more, both of us using the poppers. Finally I felt his cock swell, throb, lurch, jerk, and the condom filling with his cum.
The Ballerina
By Misty Stiles 15 Feb 2007
a submissive crossdresser, into bondage, meets her master.