Transgender Stories

GayDemon's porn library, in this story category you can find gay erotic stories involving transgender sex, MTF & FTM.

9.0
139 Votes

Meeting Jenna: A Transsexual Erotic Romance.

Story by Alex Lockheed

15 Oct 2014 6633 Readers comments 34 Min Read

Eighteen year old Jenna has a secret, but when James meets her at a party he has no idea what it is. As the two get to know each other, the attraction becomes intense: they tease each other, they flirt about spanking, and their lips brush-but when it's time to take things to the next level, Jenna goes inexplicably cold. It's not until she reveals her past and James proves he can accept her ...

Topics: Anal Sex, Spanking, Romance, Transgender, Master & Slave

8.3
44 Votes

Ernestine

Story by Habu

30 Apr 2014 3268 Readers comments 10 Min Read

Drawn into the world of interracial beauty contest transvestites.

Topics: Black Men, Crossdressing, Transgender, Interracial, Oral & Blowjobs

7.9
36 Votes

Vanilla no more

Story by golfer

19 Apr 2014 4312 Readers comments 8 Min Read

I meet a tranny who rocks my world

Topics: Anal Sex, Transgender

6.1
24 Votes

my sister

Story by bbrandyslut8

23 Jan 2014 5517 Readers comments 5 Min Read

met a man online and became a cd whore while he fucked my sister

Topics: Transgender

8.5
26 Votes

Fem Firm (ch. 3)

Story by B-MAN

6 Nov 2013 2124 Readers comments 29 Min Read

Synopsis: An old friend of Ben's shows up unexpectedly and tries to convince Ben to become the girls he knows in his heart that he is.

Topics: Latin Men, Anal Sex, Big Dick, Group Sex, Transgender, Oral & Blowjobs

7.4
69 Votes

A Nasty Girl: She gets it from her momma

Story by NubianKing

27 May 2013 25716 Readers comments 14 Min Read

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.

Topics: Piss, Black Men, Anal Sex, Transgender, Slut

8.9
32 Votes

Mussy

Story by Junior69

27 Mar 2013 2621 Readers comments 7 Min Read

Sugga and aging drag queen reminisces about an encounter with a young stud who may or may not have been the best fuck he'd ever had.

Topics: Rimming, Big Dick, Transgender

8.0
262 Votes

A hot hookup

Story by cdluvstosuck

20 Aug 2012 40554 Readers comments 6 Min Read

My first hotel hookup dressed as a slut.

Topics: Anal Sex, Transgender, Slut, Cum, Hotels, Oral & Blowjobs, Hookups & Dates

7.2
25 Votes

The Poker Game

Story by Dickslapme21

13 Jul 2012 5330 Readers comments 11 Min Read

This is a true story about how i was forced to take a lot of big hard cocks down my throat!

Topics: Forced, Transgender, Face Fuck, Oral & Blowjobs, True Story

7.6
50 Votes

What a pleasent surprise!

Story by Larry

17 Feb 2012 6515 Readers comments 5 Min Read

My nephew discovered the inner girl in himself and surprised me.

Topics: Anal Sex, Transgender, Nephew

6.5
16 Votes

Chink in the Armor

Story by Habu

12 Oct 2011 2315 Readers comments 12 Min Read

Looking for that strategic piece of countering campaign ammo.

Topics: Crossdressing, Transgender

8.8
35 Votes

Coming to Savannah

Story by Habu

14 Feb 2011 6151 Readers comments 19 Min Read

Author struggles to find love anew in Savannah.

Topics: Anal Sex, Crossdressing, Transgender

8.2
47 Votes

Akash Muhammad - Hell Date (ch. 2)

Story by NubianKing

19 Jan 2011 12751 Readers comments 9 Min Read

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.

Topics: Black Men, Anal Sex, Transgender, Oral & Blowjobs

7.9
15 Votes

Confessions of a Transsexual (ch. 7)

Story by heather_tg

15 Jan 2010 5332 Readers comments 16 Min Read

Follows Kevin through the transformation from red-blooded American male to that of the submissive, black cock slut, Heather.

Topics: Piss, Black Men, Anal Sex, Big Dick, Spanking, Transgender, Slut, Gloryhole, Cum, Oral & Blowjobs

8.0
30 Votes

Humped in Hong Kong

Story by RIkki

21 Aug 2009 7531 Readers comments 9 Min Read

Things hotten up when my wife finds me in drag and wants to watch me perform...

Topics: Black Men, Anal Sex, Transgender

8.5
91 Votes

A Trans-Lesbian Montreal Love Affair

Story by Cari Christi

24 Jun 2009 18386 Readers comments 13 Min Read

A Beautiful Boston T-Girl falls for a very beautiful blonde French Montreal "Gal".

Topics: Anal Sex, Crossdressing, Big Dick, Spanking, Transgender, Oral & Blowjobs, Blond, France

8.7
30 Votes

What a great surprize!

Story by Rexthewonderdog

1 Dec 2008 5097 Readers comments 4 Min Read

I drive a PILOT Car, Follow oversize loads. I knew I was going to TEXAS.

Topics: Anal Sex, Transgender, Oral & Blowjobs

7.1
28 Votes

First Time with Transexual

Story by Janet

1 Sep 2008 10511 Readers comments 2 Min Read

Tawni wanted her first time with a transexual to be memorable. Queen was her name 32DDs and a 9 inch cock to boot. All Tawni could think about was how it would feel.

Topics: Anal Sex, Big Dick, Transgender

8.6
29 Votes

White Walls

Story by Sabb

11 Jun 2008 6857 Readers comments 7 Min Read

"Let it out for me," she says. "Umm. Let it out baby. Have a look at my lovely big cock. Its what you're here for. Do you like it?" she asks, knowing he does, and how much more he will when she is done.

Topics: Anal Sex, Big Dick, Transgender

8.5
22 Votes

Trannies Feminize Dandy Boy (ch. 2)

Story by cumfusion

12 Nov 2007 8751 Readers comments 26 Min Read

Now renamed 'Carla' after some trannies started putting some feminizing hormones up my ass, it was hopeless trying to pretend I was a man. My Rugby playing friends were determined to make sure of that.

Topics: Black Men, Anal Sex, Fisting, Transgender, Big Balls, Oral & Blowjobs, Rugby Player

8.1
78 Votes

College Warden Tricked

Story by cumfusion

24 Aug 2007 23625 Readers comments 11 Min Read

I was trying to appear straight but the girls wouldn't take me seriously, until one did. But then I got a BIG surprise.

Topics: Black Men, Anal Sex, Big Dick, Transgender, Tricked

6.9
8 Votes

The Adventures Of Asian Andy: The Order of the Goblet

Story by diegooos

3 Aug 2007 2362 Readers comments 26 Min Read

He then stood further away, and snapped the whip bringing it to Andy's ass that was still sticking up in the air. Andy was surprised how good the whip felt on his ass, the stinging of the whip made his cock begin to harden. Matt smacked the whip again; once again it smacked his bung hole. This made Andy twinge with excitement and lust in his scream, his cock was growing getting harder, Smack ...

Topics: Anal Sex, Big Dick, Sloppy Hole, Humiliation, Transgender, Sportsmen, Native American

8.8
10 Votes

My Best TV Encounter

Story by Janice

25 May 2007 4354 Readers comments 6 Min Read

While I was crouched down, I'd flipped the top off a tube of KY jelly and smeared a good dollop on and up my arse. I wanted a good wet slippery fuck, didn't I? I stood up. He slipped a condom over his knob, showing me what he was doing. I went down again and rolled it on with my lips.

Topics: Crossdressing, Transgender, Enema, Oral & Blowjobs

6.9
9 Votes

Out of Town Meeting

Story by AfroerotiK

27 Mar 2007 5688 Readers comments 12 Min Read

Business turns to pleasure for this exec looking for a little something extra.

Topics: Rimming, Spanking, Transgender

9.2
27 Votes

Cross My Heart

Story by David Solomon

8 Dec 2006 9922 Readers comments 52 Min Read

Eric thought he knew his best buddy. But then, Trevor thought he knew his whole circle of friends!

Topics: Anal Sex, Crossdressing, Rimming, Transgender