Transgender Stories

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

Shunga World

By Habu 8 Oct 2015

A Filipino pole dancer Transvestite is kidnapped into the Tokyo Shunga art film world.

8.5 (20) 1938 19 Min Comments

My Story of becoming a cock slut (ch. 6)

By mwmalone 3 Mar 2015

Only a blowjob this time but it's another true story

7.9 (37) 5713 6 Min Comments

A Night with a Craigslist transsexual

By markerss 5 Jan 2015

Meeting and spending a night with a very sexy transsexual

7.3 (167) 36466 10 Min Comments

A High School Reunion For the History Books (ch. 2)

By Roy 11 Jun 2014

The Trio recover in the aftermath of there treesome, to find an unexpected surprise.

7.2 (31) 8737 4 Min Comments

Ernestine

By Habu 30 Apr 2014

Drawn into the world of interracial beauty contest transvestites.

8.3 (44) 3381 11 Min Comments

Vanilla no more

By golfer 19 Apr 2014

I meet a tranny who rocks my world

7.9 (36) 4575 8 Min Comments

my sister

By bbrandyslut8 23 Jan 2014

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

6.1 (24) 5729 6 Min Comments

Fem Firm (ch. 3)

By B-MAN 6 Nov 2013

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.

8.7 (30) 2237 31 Min Comments

Meeting a Arab man dressed as Cindy

By CindyUSA 16 Oct 2013

I was visiting UAE and enjoy dressing as Cindy. I contact a Arab man who wanted to meet Cindy.

8.0 (23) 5118 7 Min Comments

My weekend with Vanessa

By golfer 17 Jun 2013

Vanessa takes me to a club

8.4 (48) 6266 4 Min Comments

My first Transsexual Encounter

By golfer 14 Jun 2013

My new sexy friend!

8.7 (68) 7419 6 Min Comments

Mussy

By Junior69 27 Mar 2013

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.

8.9 (34) 2710 8 Min Comments

A hot hookup

By cdluvstosuck 20 Aug 2012

My first hotel hookup dressed as a slut.

8.0 (264) 40801 7 Min Comments

The Poker Game

By Dickslapme21 13 Jul 2012

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

7.3 (26) 5850 12 Min Comments

What a pleasent surprise!

By Larry 17 Feb 2012

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

7.6 (51) 6753 5 Min Comments

Chink in the Armor

By Habu 12 Oct 2011

Looking for that strategic piece of countering campaign ammo.

6.5 (16) 2351 13 Min Comments

Coming to Savannah

By Habu 14 Feb 2011

Author struggles to find love anew in Savannah.

8.8 (35) 6206 20 Min Comments

Confessions of a Transsexual (ch. 7)

By heather_tg 15 Jan 2010

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

8.1 (16) 5725 16 Min Comments

Humped in Hong Kong

By RIkki 21 Aug 2009

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

8.0 (30) 7683 9 Min Comments

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".

8.5 (93) 18999 14 Min Comments

What a great surprize!

By Rexthewonderdog 1 Dec 2008

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

8.7 (31) 5223 4 Min Comments

First Time with Transexual

By Janet 1 Sep 2008

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.

7.1 (28) 10691 2 Min Comments

White Walls

By Sabb 11 Jun 2008

"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.

8.6 (29) 7046 7 Min Comments

Trannies Feminize Dandy Boy (ch. 2)

By cumfusion 12 Nov 2007

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.

8.4 (26) 9551 27 Min Comments

College Warden Tricked

By cumfusion 24 Aug 2007

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

8.0 (82) 24127 11 Min Comments

The Adventures Of Asian Andy: The Order of the Goblet

By diegooos 3 Aug 2007

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 the whip went again landing on Andy's ass, ...

6.9 (8) 2489 27 Min Comments

My Best TV Encounter

By Janice 25 May 2007

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.

8.9 (11) 4672 7 Min Comments

Beyond the Closet Door

By Leslie Renee 1 Apr 2007

Story of coming to terms with my sexuality

6.5 (20) 11276 27 Min Comments

Out of Town Meeting

By AfroerotiK 27 Mar 2007

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

7.2 (10) 5887 12 Min Comments

Cross My Heart

By David Solomon 8 Dec 2006

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

9.3 (30) 10157 55 Min Comments