GayDemon
Gay Sex Stories
Crossdressing
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 .
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By Ana Le Babe 21 Nov 2015
This story is how my alter ego, Ana Le Babe, came into being. This and following stories relate the encounters she has had (both sexual and general), and are all true. In writing this, I hope to help others in a similar situation deal with their feelings and stimulate those that are interested in our way of life.
7.5 (62) 10717 9 Min Comments
By Angie K 16 Oct 2015
Fun with a wife and her cross-dressing husband
8.2 (36) 4796 4 Min Comments
By bud C 12 Oct 2015
fun at the truck stop
9.0 (77) 5973 21 Min Comments
By bud C 9 Oct 2015
Fun at the truckstop
8.9 (77) 11049 28 Min Comments
By DSDS 18 Sep 2015
Alright, so I decided it was unfair to end this series on a cliffhanger. If you read this and want more, say something.
9.0 (69) 1740 16 Min Comments
By mwmalone 31 Aug 2015
A true story of my first BBC and being his crossdressing slut
8.1 (101) 27783 9 Min Comments
By sunny 21 Jul 2015
My first crossdressing story
7.2 (33) 10172 7 Min Comments
By Habu 20 Jul 2015
American college student traveling South Seas on winter holiday hooks up with Australian street musician in Sydney
9.1 (46) 2309 17 Min Comments
By Habu 13 Jul 2015
Small town Ohio café waiter Casey dreams of escaping and finding sexual adventure.
8.0 (50) 2814 9 Min Comments
By Habu 25 May 2015
Why would a tennis pro base in Bangkok?
8.9 (37) 1592 17 Min Comments
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By Ed 27 Apr 2015
Justin is slowly transformed into a sissy by his new daddy
7.2 (124) 37903 6 Min Comments
By mwmalone 4 Apr 2015
A fantasy of becoming a black mans sissy slut but hope it cums true someday
7.9 (46) 8566 14 Min Comments
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.
7.5 (145) 50097 6 Min Comments
By charles-smythe 23 Mar 2015
glory hole suck
8.7 (57) 4027 9 Min Comments
By Habu 17 Mar 2015
Arab subterfuge played out a Washington, D.C., pro men's tennis tournament.
8.7 (42) 2063 16 Min Comments
By mwmalone 25 Jan 2015
Older neighbor borrows some tools but ends up making me his bitch.
7.5 (477) 132799 10 Min Comments
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.
8.8 (215) 69730 13 Min Comments
By Joe Wilson 28 Oct 2014
Chapter 8, the story about a young gay male coming out in New Orleans.
8.6 (19) 1087 17 Min Comments
By Joe Wilson 27 Sep 2014
That summer, my Uncle Fred got me a job working on the shipping docks of his company. Not the kind of job a sissy-boy would like, but Uncle Fred said it would make a man of me. Shit! I hated it.....that is, until I saw Ralph, the guy who ran the freight elevator.
8.5 (82) 7788 17 Min Comments
By gila Louieville 4 Jul 2014
The guy and sex fun dressed like a girl.
8.3 (64) 15029 8 Min Comments
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By bibilly 23 May 2014
2 bi men and wife share each other.
7.1 (19) 5437 4 Min Comments
By Habu 30 Apr 2014
Drawn into the world of interracial beauty contest transvestites.
8.3 (44) 3410 11 Min Comments
By KiddContortion 17 Mar 2014
While Miguel and the gang come to a conclusion about Melody's problem, things start getting steamy for Mr. Satner
8.1 (7) 461 9 Min Comments
By CindyUSA 16 Oct 2013
A CD goes to a adult theater to get used.
8.2 (274) 53753 8 Min Comments
By CindyUSA 16 Oct 2013
I love to dress for the pleasure of others,and I post messages on the internet to find dates.
7.4 (22) 4683 9 Min Comments
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.
7.1 (107) 18470 4 Min Comments
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.
8.0 (42) 6497 4 Min Comments
By wetpants 19 Oct 2012
What happened next.....and what happened to Kenny afterwards.
9.3 (12) 1410 135 Min Comments
By wetpants 17 Oct 2012
A rentboy approaches a prospective trick, and his life changes forever....
8.9 (14) 2444 107 Min Comments
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.
7.8 (75) 14562 7 Min Comments
By Habu 8 Aug 2012
Blowing bonus money on a secret trip to Key West.
7.4 (13) 1711 24 Min Comments
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.
8.0 (128) 30613 9 Min Comments
By FanGirlGronym 11 May 2012
This is SBB (Slave Boy Bunny) Revised, REedited, and Redone! Hope you like it!
8.3 (10) 3236 22 Min Comments
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.
7.4 (15) 3933 16 Min Comments
By Larry 13 Jan 2012
Always searching for the unbridled lust of my first gay relationship.
7.6 (8) 1364 5 Min Comments