Kenny
By wetpants 17 Oct 2012
A rentboy approaches a prospective trick, and his life changes forever....
Gay Crossdresser Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressing up as women and gay sex with transvestites and crossdressers.
A Lesson In Revenge
By mouseytwink 20 Aug 2012
A young guy in a mundane relationship seeks out secret fun, but it comes at a price. A price he is going to have to pay.
The Bonus
By Habu 8 Aug 2012
Blowing bonus money on a secret trip to Key West.
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.
Barbed Wire Mansion (ch. 2)
By FanGirlGronym 11 May 2012
This is SBB (Slave Boy Bunny) Revised, REedited, and Redone! Hope you like it!
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.
Chasing the feeling!
By Larry 13 Jan 2012
Always searching for the unbridled lust of my first gay relationship.
Suddenly I Realized I Wanted This
By Larry 2 Nov 2011
I finally found my true self.
Chink in the Armor
By Habu 12 Oct 2011
Looking for that strategic piece of countering campaign ammo.
Career Guidance
By Habu 28 Sep 2011
Reining in a young actor gone off character.
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Preparation
By Larry 20 Sep 2011
How my lover Nephew prepared for me.
Scared Stiff
By Larry 31 Aug 2011
Extreme Voyerism at its best.
The Redhead Caper
By Jack Sofelot 12 Aug 2011
Private Dick is caught up in a murder mystery.
Our most exciting day
By Larry 1 Aug 2011
The day I learned about a crossdressing lover.
I try to be straight but gay men can tell somehow
By Larry 30 May 2011
A series of true gay relationships where gay men know I love other men
Coming to Savannah
By Habu 14 Feb 2011
Author struggles to find love anew in Savannah.
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.
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A Guy Like Danny
By alexcarr 16 Apr 2010
My own true expeience of meeting Danny and...
Knock on the Door
By alexcarr 16 Apr 2010
Jerry is after his "Fix" again.
First Time For Rob
By cigarwill 29 Mar 2010
Rob joines the internet and soon becomes submerged in a world of fetish porn with the help of an older admirer.
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!
My New Pretty Sissy-boi James
By Maikol 26 Feb 2010
James comes over to my place to make some money posing for pictures and finds he enjoys the whole experience very much. At the end he is ready to come back for more.
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 .....
Confessions of a Transsexual (ch. 4)
By heather_tg 13 Nov 2009
Follows Kevin through the transformation from red-blooded American male to that of the submissive, black cock slut, Heather.
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!
A Trans-Lesbian Montreal Love Affair
By Cari Christi 24 Jun 2009
A Beautiful Boston T-Girl falls for a very beautiful blonde French Montreal "Gal".
Sperm Detective (ch. 3)
By sleepwalker 1 Apr 2009
Caught in the act by the people we were following.
Sperm Detective (ch. 2)
By sleepwalker 16 Mar 2009
Man cheating on wife gets a surprise.
Harry (ch. 2)
By BubbleButtLuvr 18 Feb 2009
A bi sexual muscular college jock with a fetish for women's underwear must submit the sexual desires of a frat full of nerds or have his secret revealed to his girlfriend.
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.
Malta Intervention
By Habu 5 Nov 2007
It seemed an arrangement made in heaven, but it proved to be their downfall. Just when Sandy and I thought that our foursome could not get any better, there was a bitter battle royal in the old villa above St. Julian's that we could hear down at the art gallery in the harbor.