The sissy within me
By Ed 23 Mar 2015
This straight acting boy/guy has a sissy hidden inside him and is found out about by a friend who transforms him into the true sissy he wants to be.
Gay Crossdressing Stories
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
The neighbor made me his bitch
By mwmalone 25 Jan 2015
Older neighbor borrows some tools but ends up making me his bitch.
Sissy slut Gangbanged hard and put up wet
By mwmalone 22 Dec 2014
Total fantasy of mine to be used by several men, even though this has not cum true I hope it will one day.
Cross Dresser New Sex Friend
By gila Louieville 4 Jul 2014
The guy and sex fun dressed like a girl.
Sandwich
By bibilly 23 May 2014
2 bi men and wife share each other.
CD goes to a adult theater for some action
By CindyUSA 16 Oct 2013
A CD goes to a adult theater to get used.
Shear black stockings
By CindyUSA 16 Oct 2013
I love to dress for the pleasure of others,and I post messages on the internet to find dates.
Bait and switched
By CindyUSA 14 Feb 2013
Someone found out I like to cross-dress and that I was looking for a tubed preamp. I receive a reply to my ad for a preamp not knowing that I have been invited over for more.
Special help at a second hand clothing store
By CindyUSA 14 Feb 2013
I met a fellow cross-dresser on line. We agreed to meet at a used clothing store where he worked. He said he had a few outfits and offered to help me try them on.
almost a daily event
By craig 2 Jul 2012
Ive told my story before about being feminized and used by older gay men, now this is what i do and how i do it on a almost daily basis.
I did not know I had a disorder
By CindyUSA 26 Mar 2012
Roger is bi and likes to meet strangers to give them head. Ray is traveling and sees Roger post about free head. Ray wants to have a threesome with a She-male and when his plans change, he convinces Roger to wear sissy things.
Our most exciting day
By Larry 1 Aug 2011
The day I learned about a crossdressing lover.
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.
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.