Transgender Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about transgender men and women listed by date.

8.6
17 Votes

Gay and married (ch. 2)

Story by Voscche

12 Apr 2013 2135 Readers comments 10 Min Read

After a sexless night I woke up and looked directly into two dark brown eyes. " Morning sweetheart. How do you feel." He smiled at me. " thanks good and I have to go to the bathroom so please let go of my dick"

Topics: Latin Men, Straight Men, Handjob, Transgender, Relationship, Married

8.9
32 Votes

Mussy

Story by Junior69

27 Mar 2013 2625 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

6.8
629 Votes

First time sucking cock

Story by Thobbingwiener

18 Jan 2013 140871 Readers comments 6 Min Read

Loved getting head from men but never tried, scared I'd like it and feared being gay so never really tried sucking a cock until high on speed and at my favorite adult book store with booths with glory holes.

Topics: Transgender, Gloryhole

8.6
11 Votes

Getting Some Helping Hands Inside

Story by cumfusion

7 Nov 2012 3744 Readers comments 19 Min Read

As Sheila was fisting my ass cunt, I started to imagine the biker gang were all up me right then. A thrilling sort of spasm was welling up in my bum, like I had been taken over by some massive rectal orgasm. It was like something absolutely huge and gigantic!

Topics: Anal Sex, Dildo, Fisting, Transgender, Bisexual, Biker

9.1
10 Votes

Kye (ch. 7)

Story by DJ

17 Sep 2012 853 Readers comments 17 Min Read

When the guys go out to celebrate Dom's job loss, they discover that Donnie lost his job, too. But he gains something better!

Topics: Humiliation, Transgender, Sportsmen, Oral & Blowjobs, Master & Slave

8.0
262 Votes

A hot hookup

Story by cdluvstosuck

20 Aug 2012 40565 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 5359 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 6529 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

8.4
63 Votes

Black Daddy Domination

Story by AfroerotiK

10 Aug 2011 45712 Readers comments 38 Min Read

He learns a HARD lesson.

Topics: Piss, Black Men, Anal Sex, Dildo, Big Dick, Spanking, Transgender, Enema, Daddy, Slut, Cum Dump, Role Play, Twink, Oral & Blowjobs, Small Cock, Master & Slave, Domination, Raceplay

8.8
35 Votes

Coming to Savannah

Story by Habu

14 Feb 2011 6153 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 12755 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

8.4
5 Votes

Face In The Mirror (ch. 9)

Story by Controlone

31 Mar 2010 2222 Readers comments 59 Min Read

Six hours later Scott's voice was little more than a breeze blowing through a rusty screen door. He lay in a heap, opening and closing his mouth like a fish out of water dying in the afternoon sun. His mind was hallucinating.

Topics: Latin Men, Anal Sex, Muscle, Bondage, Humiliation, Transgender, Master & Slave, Feminization

7.9
15 Votes

Confessions of a Transsexual (ch. 7)

Story by heather_tg

15 Jan 2010 5341 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

9.1
11 Votes

Confessions of a Transsexual (ch. 5)

Story by heather_tg

20 Nov 2009 4289 Readers comments 19 Min Read

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

Topics: Black Men, Anal Sex, Big Dick, Group Sex, Transgender, Slut, Cum

8.6
15 Votes

Confessions of a Transsexual (ch. 4)

Story by heather_tg

13 Nov 2009 4444 Readers comments 12 Min Read

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

Topics: Black Men, Anal Sex, Crossdressing, Big Dick, Transgender, Slut, Cuckold, Feminization

8.0
15 Votes

Confessions of a Transsexual (ch. 3)

Story by heather_tg

11 Nov 2009 4914 Readers comments 12 Min Read

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

Topics: Black Men, Anal Sex, Big Dick, Group Sex, Transgender, Slut

8.2
28 Votes

Confessions of a Transsexual (ch. 2)

Story by heather_tg

9 Nov 2009 6873 Readers comments 12 Min Read

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

Topics: Black Men, Anal Sex, Big Dick, Transgender, Slut, Transformation, Oral & Blowjobs, Feminization

7.8
36 Votes

Confessions of a Transsexual

Story by heather_tg

6 Nov 2009 19131 Readers comments 12 Min Read

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

Topics: Black Men, Anal Sex, Handjob, Big Dick, Group Sex, Transgender, Slut, Cum, Transformation, Oral & Blowjobs, Feminization

8.0
30 Votes

Humped in Hong Kong

Story by RIkki

21 Aug 2009 7542 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 18419 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

9.1
60 Votes

Bob the Builder

Story by Kewtieboy

27 Feb 2009 13241 Readers comments 19 Min Read

A straight builder is busily extending a wealthy couple's house and all is going well until their effeminate son returns for his summer vacation from university and sets his sights on a bit of rough.

Topics: Group Sex, First Time, Construction Worker, Transgender, Travel, Oral & Blowjobs

8.7
30 Votes

What a great surprize!

Story by Rexthewonderdog

1 Dec 2008 5100 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 10515 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 6861 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

8.2
32 Votes

My First Trip Out of the Closet (ch. 2)

Story by Jo

15 Apr 2008 3584 Readers comments 11 Min Read

I knelt on the bed and lowered my face to her wet, stretched womanhood. I stuck out my tongue and licked the outside clean before digging in for the "REAL" thing. It was delicious.

Topics: Transgender, Creampie, Slut

8.5
22 Votes

Trannies Feminize Dandy Boy (ch. 2)

Story by cumfusion

12 Nov 2007 8778 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 23647 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

8.6
25 Votes

Trannies Feminize Dandy Boy

Story by cumfusion

23 Aug 2007 11498 Readers comments 20 Min Read

A young effeminate guy tries to expose some trannies by taking photos but it all goes wrong.

Topics: Anal Sex, Big Dick, Transgender