Error: Unmatched endif/endifnot/endunless tag Shemale, Tranny and Crossdressers - Gay Stories on GayDemon

Shemales and Crossdressers gay erotic stories on GayDemon

- 3.4 score
- 8 votes
A High School Reunion for the History Books Part 2
- Story by Reverend Y on 11 Jun 2014
- 1081 readers
- comments
The Trio recover in the aftermath of there treesome, to find an unexpected surprise.
- 3.6 score
- 9 votes
Cross Dresser New Sex Friend
- Story by dunamisdunamoo on 4 Jul 2014
- 1103 readers
- comments
The guy and sex fun dressed like a girl.
- 4.2 score
- 9 votes
Sandwich chapter 3
- Story by bibilly on 8 Jun 2014
- 984 readers
- comments
2 Bisexual men, 1 turning into a shemale and wife.
- 3.1 score
- 33 votes
2 Girls Out for a Night on the Town
- Story by Pat_Sizer on 11 Oct 2006
- 14886 readers
- comments
Brittany winks over his head at me, as she starts kissing him passionately. His hands quickly found their way into my bra. He was squeezing my tits and fondling them as Brittany sucked on his tongue and felt up and down his chest.
- 3.2 score
- 31 votes
A Girl Called Eddie
- Story by Pat_Sizer on 11 Oct 2006
- 16414 readers
- comments
My challenge went unfinished as he practically leaped upon me, pinning me to the wall and silencing me with a lip-crushing kiss. While his tongue filled my mouth, his hands clawed frenziedly at my dress, wrenching it up over my hips.
- 2.9 score
- 17 votes
A High School Reunion For the History Books Part 1
- Story by Reverend Y on 27 May 2014
- 2770 readers
- comments
A lot had changed at Milford High in the past 10 years, and for 3 alumi members this night will change there lives forever.
- 4.0 score
- 39 votes
A hot hookup
- Story by cdluvstosuck on 20 Aug 2012
- 9167 readers
- comments
My first hotel hookup dressed as a slut.
- 3.4 score
- 18 votes
A NASTY GIRL (1): SHE GETS IT FROM HER MOMMA!
- Story by NubianKing on 27 May 2013
- 4332 readers
- comments
Slutty Keyona learns that her mother is a dick ridding whore, "Silently, I questioned, how can mom allow this man to destroy her tight asshole...isn't it painful?" Little cunts have such a hard life.
- 3.2 score
- 14 votes
A Night on the Town
- Story by Henry Giles on 31 Aug 2010
- 6807 readers
- comments
A crossdresser meets his crush on vacation, and it turns out his crush is gay too.
- 4.0 score
- 19 votes
A Trans-Lesbian Montreal Love Affair
- Story by Cari Christi on 24 Jun 2009
- 7790 readers
- comments
A Beautiful Boston T-Girl falls for a very beautiful blonde French Montreal "Gal".
- 1.9 score
- 17 votes
A Walk In The Luneta Park, (Philippines)
- Story by asiangay on 9 Aug 2007
- 5677 readers
- comments
It was his turn to lick some dick. As I leaned against the tree, I watched as he kneeled before me to begin to open my chaps then my jeans with his teeth.
- 3.1 score
- 13 votes
A Wild Adventure
- Story by Pat_Sizer on 22 Oct 2006
- 7613 readers
- comments
She pinched one nipple, then the other. I thought, oh, what the hell, and opened my pants all the way so I could stroke my cock while I watched her. I was so hard, it slapped my belly when I pulled it out.
- 4.2 score
- 25 votes
Akash Muhammad - Hell Date 2: Big Dick Brenda
- Story by NubianKing on 19 Jan 2011
- 6362 readers
- comments
Kash is a lover of all ladies, "My 9" black dick sprung to life as I noticed her brown skin, shoulder length dark hair, and sable eyes." Read how Kash loves for a (trans) woman to be in control of his phat black ass.
- 3.6 score
- 11 votes
Bait and switched
- Story by CindyUSA on 14 Feb 2013
- 3634 readers
- comments
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.
- 4.2 score
- 30 votes
Bar Close
- Story by Pat_Sizer on 11 Oct 2006
- 13422 readers
- comments
He whispered it to her and she pulled her skirt up and nudged him towards the van. He bent over and braced his hands on the window. She had her rod pushed against his ass and teasing him before he could blink.
- 3.0 score
- 8 votes
Beyond the Closet Door
- Story by Leslie Renee on 1 Apr 2007
- 6335 readers
- comments
Story of coming to terms with my sexuality
- 2.9 score
- 9 votes
CD goes to a adult theater for some action
- Story by CindyUSA on 16 Oct 2013
- 3399 readers
- comments
A CD goes to a adult theater to get used.
- 3.8 score
- 16 votes
Cheri
- Story by Pat_Sizer on 11 Oct 2006
- 6514 readers
- comments
My name is Cheri, I live my life in lace and satin. I have always loved the way those materials feel against my soft skin. I have shoulder length red hair and bright green eyes. My friends used to call me Charles.
- 2.7 score
- 11 votes
Chink in the Armor
- Story by Habu on 12 Oct 2011
- 1337 readers
- comments
Looking for that strategic piece of countering campaign ammo.
- 4.0 score
- 17 votes
College Warden Tricked
- Story by cumfusion on 24 Aug 2007
- 11559 readers
- comments
I was trying to appear straight but the girls wouldn't take me seriously, until one did. But then I got a BIG surprise.
- 4.4 score
- 14 votes
Coming to Savannah
- Story by Habu on 14 Feb 2011
- 3118 readers
- comments
Author struggles to find love anew in Savannah.
- 3.8 score
- 13 votes
Confessions of a Transsexual: Chapter I
- Story by heather_tg on 6 Nov 2009
- 9615 readers
- comments
Follows Kevin through the transformation from red-blooded American male to that of the submissive, black cock slut, Heather.
- 4.3 score
- 11 votes
Confessions of a Transsexual: Chapter II
- Story by heather_tg on 9 Nov 2009
- 3390 readers
- comments
Follows Kevin through the transformation from red-blooded American male to that of the submissive, black cock slut, Heather.
- 4.4 score
- 4 votes
Confessions of a Transsexual: Chapter III
- Story by heather_tg on 11 Nov 2009
- 2512 readers
- comments
Follows Kevin through the transformation from red-blooded American male to that of the submissive, black cock slut, Heather.
- 2.9 score
- 5 votes
Confessions of a Transsexual: Chapter VI
- Story by heather_tg on 16 Dec 2009
- 2126 readers
- comments
Follow heather and her further exploits.

« prev
1
2
3
next »

GayDemon's Gay Erotic Story Archive contains a large collection of explicit gay sex stories and erotic fiction involving Shemales, Trannies and Crossdressers. Stories are available free to read or download on desktop and mobile.

Bookmark and Share

Add a Story Edit Story Login Register

Just Reviewed

Gay Porn Bay

Advertising

Favorite Sites