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.

9.0
480 Votes

His Special Something

Story by rae121452

2 May 2019 9369 Readers comments 33 Min Read

What would cause an otherwise str8 guy become obsessed with the security guard?

Topics: Anal Sex, Big Dick, Transgender, Oral & Blowjobs

9.1
198 Votes

Transman

Story by Caliban

30 Apr 2019 4667 Readers comments 13 Min Read

Can a man be a real woman...

Topics: Transgender, Oral & Blowjobs

7.5
69 Votes

Becoming a Girl

Story by Shy Stuart

22 Apr 2019 11715 Readers comments 8 Min Read

Growing up I knew I was different to other boys. At puberty a hormone imbalance caused my breasts to grow. By the time I was 20 I was on hormones and hungry for a man.

Topics: Transgender, Bisexual

8.6
16 Votes

Tiosha

Story by Junior69

16 Feb 2019 1478 Readers comments 22 Min Read

18- year old Tiosha only wants two things in life: to be a female and to have a man love her for who and what she truly is. The problem is Tiosha can't differentiate fucking from true love.

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

7.3
54 Votes

I was a man this morning, but now?

Story by fetishlover

20 Jan 2019 10071 Readers comments 8 Min Read

Girfriend gets revenge on her man after finding him with a gay guy

Topics: Anal Sex, Crossdressing, Transgender, Cum, Face Fuck, Revenge, Transformation

8.5
82 Votes

Boy to College Girl

Story by Sissy Scarlet

29 Nov 2018 27334 Readers comments 22 Min Read

Charles has battled against his feminine features all his life. It takes a single experience with a dominant, alpha high school jock in the locker room to make him know his place in the world. ! ARCS Needed !

Topics: Anal Sex, Crossdressing, Public Sex, Locker Room, Transgender, Sissy, High School, Twink, Oral & Blowjobs

8.8
37 Votes

Project 2050

Story by PCLatex

21 Nov 2018 4242 Readers comments 24 Min Read

The world is overpopulated, but what to do about it, and how to control it is the problem governments face in 2050. A solution is found, but it has some complications. A hundred years on ...

Topics: Chastity, Dildo, Transgender, Sci-Fi

8.7
33 Votes

Double Stuffed

Story by NPhillydogg

8 Nov 2018 15882 Readers comments 28 Min Read

Justine tried concentrating on the throat fucking, ignoring the searing pain erupting through his bottom as the two fists punched through his hole.

Topics: Piss, Black Men, Anal Sex, Big Dick, Fisting, Sloppy Hole, Transgender, Face Fuck, Cum Dump, Sex, Throat Fucking

7.2
30 Votes

Fateful Encounter: True Story

Story by markerss

10 Sep 2018 8480 Readers comments 28 Min Read

It was my first real sexual experience and even though it happened many years ago, it sometimes feel as if it just happened. An older man approached me and convinced me to have a sexual relationship with him.

Topics: Anal Sex, Transgender, Daddy, Bisexual, Oral & Blowjobs

7.8
13 Votes

The Days when Girls still had Dicks

Story by Georgie d'Hainaut

29 May 2018 880 Readers comments 9 Min Read

Sorry for being away for a while. I was forced by very sad circumstances. But I'm back again with what you might call a discovery trip from childhood to adult life

Topics: Crossdressing, Transgender, Oral & Blowjobs

9.1
160 Votes

Right time, Small space

Story by Biggeezy

14 Mar 2018 2849 Readers comments 7 Min Read

A surprise encounter with a work friend. I never knew he felt the same way i did...

Topics: Anal Sex, Transgender

8.7
67 Votes

A TS Friend (ch. 2)

Story by Crypticguy

13 Mar 2018 11075 Readers comments 8 Min Read

Two Shemales screw a guy on a poolside

Topics: Anal Sex, Big Dick, Friends, Transgender

8.7
55 Votes

Teammates

Story by Livingforcock

28 Dec 2017 6312 Readers comments 8 Min Read

Two frustrated English football players horse around in their hotel room.

Topics: Transgender, Sportsmen, Hotels, Oral & Blowjobs

9.4
39 Votes

Purr

Story by Petr-Johan

19 Nov 2017 1888 Readers comments 130 Min Read

A man makes a 180 degree career choice and is well pleased with the outcome

Topics: Black Men, Stripping, Transgender

7.8
49 Votes

A TS Friend

Story by Crypticguy

19 Oct 2017 9625 Readers comments 9 Min Read

I somehow got attracted to transsexuals a lot and was hooked onto TS porn big time. I really wanted to get to know and get close to some TS but could not find a way to do that. I decided to try my luck on one of the famous websites..

Topics: Friends, Transgender

7.9
11 Votes

Young Black CD Bottom Escort vs White Father and Son

Story by Mr.GoodBooty

12 Jun 2017 2614 Readers comments 14 Min Read

Forced on to the street FEM black bottom becomes addicted to CRACK as a Craig's List escort, Meets White John that changes life for better

Topics: Black Men, Latin Men, Anal Sex, Dildo, Spanking, Hairy men, Prostitution, Construction Worker, Transgender, Interracial, Oral & Blowjobs, Butt Plug

9.0
112 Votes

Learning to be a Girl

Story by Cari C

6 May 2017 14402 Readers comments 20 Min Read

Becoming a pretty, sexy girl in public eventually leads to some very unexpected results!

Topics: Crossdressing, Big Dick, Spanking, Transgender

7.9
27 Votes

Fem Black Uber driver stranded with Japanese tourists

Story by Mr.GoodBooty

30 Apr 2017 3536 Readers comments 14 Min Read

Mixed hertiage Uber driver Javier is stranded with two Japanese tourist in the heart of a major winter storm.

Topics: Black Men, Asian Men, Latin Men, Anal Sex, Crossdressing, Big Dick, Transgender, Enema, Interracial, Face Fuck, Taxi Driver

8.3
28 Votes

Thank You For Your Service

Story by Mr.GoodBooty

26 Apr 2017 1630 Readers comments 11 Min Read

Moving to a new city , smooth black fem Ty meets up with old white high school flame Greg, his first intimate experience cut short now to be relived

Topics: Black Men, Anal Sex, Transgender, Enema, Interracial

8.4
23 Votes

White Cock, Black ASS

Story by Mr.GoodBooty

17 Apr 2017 2980 Readers comments 15 Min Read

When a bullied black transgender adult moves from rural Georgia to Sunny San Diego. A new life is presented by a older man looking to make a quick buck.

Topics: Black Men, Anal Sex, Big Dick, Transgender, Enema, Interracial, Bullies, Face Fuck, Oral & Blowjobs

7.8
31 Votes

A usual meeting

Story by JGR

25 Jan 2017 4817 Readers comments 4 Min Read

My sensual moments with my long term admirer..

Topics: Hairy men, Transgender

7.3
48 Votes

First Cum Swallow

Story by NastyFreakyBi

9 Jan 2017 20223 Readers comments 6 Min Read

First Cum Swallow

Topics: Black Men, First Time, Transgender, Gloryhole, Cum, Oral & Blowjobs, Cum Swallow

8.5
3 Votes

Syndrome (ch. 11)

Story by Shyann Lee

3 Jan 2017 218 Readers comments 30 Min Read

"I... You... You're insane!" Rex snapped, throwing his arms in the air before slapping them back down against his sides, "I'm going to ride with Fischer instead." Rex said in a flustered voice, walking away. "Aww, wait!! Wait!!" Leo said, pulling him back to him. He pulled him against his body and held him by his waist, "How can I make it up to you? I'll let you torture me with school work. I ...

Topics: Transgender, Relationship

7.0
30 Votes

Becoming Angela

Story by Angela C.D.

7 Dec 2016 7399 Readers comments 3 Min Read

Transforming from male to female on a magical rainy night.

Topics: Transgender