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.

8.2
45 Votes

Finally Fucked

Story by Willing

6 Apr 2007 13597 Readers comments 10 Min Read

He did it. He fucked me for a half hour, more, both of us using the poppers. Finally I felt his cock swell, throb, lurch, jerk, and the condom filling with his cum.

Topics: Anal Sex, Crossdressing, Poppers, Rimming, Sloppy Hole, Transgender, Bareback, Oral & Blowjobs

6.9
9 Votes

Out of Town Meeting

Story by AfroerotiK

27 Mar 2007 5692 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 9928 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

7.8
96 Votes

Fun with My Sleeping Drunk Wife

Story by Kewtieboy

21 Nov 2006 49515 Readers comments 18 Min Read

realised that he was the only other man to see her cunt other than me and I felt a slight stirring in my pants at the thought. I pointed out that I was going to get her ready for bed and he said he would give me a hand to lift her. He pointed out that as he had already seen her most private parts, it didn't really matter.

Topics: Black Men, Anal Sex, Transgender, Bisexual, England, Drunk

8.6
16 Votes

Painted Laddie for Mr R

Story by Habu

20 Nov 2006 2411 Readers comments 7 Min Read

Gabe procures more than photographs for Mr. R.

Topics: Anal Sex, Big Dick, Transgender

6.5
51 Votes

A Wild Adventure

Story by Pat Sizer

22 Oct 2006 16826 Readers comments 4 Min Read

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.

Topics: Transgender

7.9
82 Votes

Dana Becomes a Woman

Story by Pat Sizer

20 Oct 2006 12799 Readers comments 4 Min Read

Born a boy, she always preferred dressing in girl clothes and playing girl games. She was mistaken for a girl from the time she was toddling - her feminine face and manner always convinced people.

Topics: Anal Sex, Transgender, Oral & Blowjobs

8.4
11 Votes

Sex in Stilettos

Story by AnonymousMan

12 Oct 2006 3524 Readers comments 17 Min Read

I knew exactly what she meant. I removed her shoes by gripping the heels between my teeth, then made love to her silk stockinged feet with my mouth. Though she retained her tight grip on my hair, she did not manipulate me in any particular direction.

Topics: Crossdressing, Rimming, Transgender, Oral & Blowjobs

6.7
148 Votes

2 Girls Out for a Night on the Town

Story by Pat Sizer

11 Oct 2006 40791 Readers comments 3 Min Read

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.

Topics: Latin Men, Crossdressing, Transgender, MTF

7.4
121 Votes

A Girl Called Eddie

Story by Pat Sizer

11 Oct 2006 38751 Readers comments 17 Min Read

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.

Topics: Anal Sex, Crossdressing, Spanking, Transgender

8.0
122 Votes

Bar Close

Story by Pat Sizer

11 Oct 2006 29147 Readers comments 2 Min Read

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.

Topics: Transgender

7.8
75 Votes

Cheri

Story by Pat Sizer

11 Oct 2006 12306 Readers comments 5 Min Read

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.

Topics: Anal Sex, Big Dick, Transgender

8.5
45 Votes

Dance Contest

Story by Pat Sizer

11 Oct 2006 6843 Readers comments 5 Min Read

I was ready to shoot - 'Take it all' I gasped as I felt my balls getting ready to let go. Her hand started moving faster on her cock as I began plunging my dick into her mouth harder and faster. Fuck, she could really keep up!

Topics: Transgender, Oral & Blowjobs

7.3
42 Votes

First Time

Story by Pat Sizer

11 Oct 2006 16305 Readers comments 4 Min Read

Her mouth was sweet and hot, and I began to wonder how it would feel if she gave me a blowjob. My cock felt trapped in my pants, but just then, this beautiful porn star reached down, unzipped my pants and took out my dick.

Topics: Masturbation, Transgender, Oral & Blowjobs, Porn Star

5.8
61 Votes

My First Shemale Encounter

Story by Pat Sizer

11 Oct 2006 25047 Readers comments 2 Min Read

he played with my balls and teased my cock, licked my chest, and made all the right moves.Her boobs were great! They were big, shapely, and not hard like I was afraid they'd be. She moaned when I sucked on her nipples, and moved around real sexy.

Topics: Transgender, Oral & Blowjobs

7.3
31 Votes

Pulled Over

Story by Pat Sizer

11 Oct 2006 4759 Readers comments 4 Min Read

She tried to tell herself it wasn't that bad. Maybe he was just toying with her, and besides he was handsome enough. But she knew it was no joke as he guided his huge cock towards her mouth.

Topics: Big Dick, Transgender

5.8
13 Votes

Stripper Surprise

Story by Pat Sizer

11 Oct 2006 4928 Readers comments 2 Min Read

he took off the bra slowly, rubbing her perfect breasts and pushing them together. Yes, she had had a boob job, and no, I didn't care. It was very well done - the shape of her tasty titties was perfect.

Topics: Transgender

7.9
42 Votes

T-Girl at the Bus Stop

Story by Pat Sizer

11 Oct 2006 6847 Readers comments 4 Min Read

We were driving a few more minutes when I felt her hand on my cock. I almost jumped out of my skin. She just smiled at me and told me to keep driving. It was like I was under her spell, she instructed me to unzip my pants and I did.

Topics: Transgender, Oral & Blowjobs

7.6
8 Votes

The Discovery

Story by Pat Sizer

11 Oct 2006 3555 Readers comments 7 Min Read

Lisa had already taken off her blouse, revealing a purple bra that offset her hair with its deep tones. Lisa's breasts were firm and well rounded, with a hint of her dark, reddish nipples peeking out. She had on a long skirt, but it removed itself rather quickly as she loosened the strap around the waist.

Topics: Big Dick, Transgender

8.5
46 Votes

Traci the Maid

Story by Pat Sizer

11 Oct 2006 6383 Readers comments 5 Min Read

Traci got down off her ladder, showing as much leg as possible. She also smiled, showing her dimples. When she stood in front on the desk, she noticed that he was not smiling. She began to feel a little nervous.

Topics: Spanking, Transgender

7.4
78 Votes

Librarian with a dick

Story by Temptations

14 Sep 2006 18148 Readers comments 3 Min Read

I felt something against my thigh and looked down and saw the biggest cock I have ever seen! I was so hot and excited I just kept kissing Alice.

Topics: Transgender