Transgender Stories

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

I'm a gay sissy transgender fuck toy

By BillyBoy 9 Oct 2021

When I came back from California, changed into a Caitlyn, I was surprised how many of my old schoolmates and teachers were trying to get in touch.

8.5 (22) 3478 7 Min Comments

Kennedy

By Randy Rogue 6 Oct 2021

Typical Boy meets girl story. But the girl isn't your typical girl.

9.1 (44) 2942 13 Min Comments

i guess you could say she seduced me

By BillyBoy 29 Sep 2021

I met her at the hotel bar. There was a crossdressing convention there that weekend. I didn't know it. But I found out soon enough.

7.9 (18) 3080 4 Min Comments

Vicki

By Aiden 19 Aug 2021

She was smoking hot and he had no clue what he was in for. He certainly never expected this. Will he ever see the world the same?

9.3 (45) 2634 12 Min Comments

Brian takes the pill for male to female tranformation (ch. 3)

By Desertbiguy 7 Aug 2021

Briana just had sex with the second guy on her list who had bullied her in HS. But she has a crush on them. Her fantasy dream team of fuckers.

8.8 (27) 3638 8 Min Comments

The Gym

By Caliban 30 Jul 2021

Have you ever imagined what sex would feel like as a woman?

9.3 (138) 6836 10 Min Comments

Entrapment

By Habu 5 Jul 2021

Trans rent-boy engaged in political entrapment sting.

9.6 (20) 3711 36 Min Comments

Jay's Action Night

By Simon Peter 8 Oct 2020

Jay walked into the crowded club with some kind of action on his mind. The music was loud, the clientele was rowdy, the bar was piled with bodies shouting for drinks, the whole atmosphere was intoxicating. Jay thought that this was going to be a hot action night as he pushed and elbowed his way to the bar.

9.2 (58) 4211 16 Min Comments

susan new beginnings (ch. 3)

By bijim 5 Aug 2020

Susan and Sally become victims of t girls who think they were responsible for there dismissal

8.7 (13) 484 6 Min Comments

my life (ch. 18)

By bijim 19 Jun 2020

the end of my training being turned loose in the world as a transsexual submissive slut

9.5 (20) 2539 9 Min Comments

Luk in a Lincoln

By Habu 31 Dec 2019

T-Girl Luk does New Year's Eve party parking lot valets.

8.5 (28) 1580 10 Min Comments

I'll Show You Mine

By Naughtygaywriter 3 May 2019

Two men, one has a secret about what lies underneath his clothes.

9.2 (86) 6548 16 Min Comments

His Special Something

By rae121452 2 May 2019

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

9.0 (486) 9617 35 Min Comments

Transman

By Caliban 30 Apr 2019

Can a man be a real woman...

9.1 (199) 5196 13 Min Comments

Becoming a Girl

By Shy Stuart 22 Apr 2019

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.

7.5 (71) 12780 8 Min Comments

Nightbird

By Georgie d'Hainaut 24 Mar 2019

How transformation can make you feel good

8.8 (24) 2171 22 Min Comments

Tiosha

By Junior69 16 Feb 2019

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.

8.6 (16) 1553 23 Min Comments

A Truly Amazing Woman

By axe147 27 Nov 2018

My transsexual experience

7.7 (45) 8035 4 Min Comments

A TS Friend (ch. 2)

By Crypticguy 13 Mar 2018

Two Shemales screw a guy on a poolside

8.7 (70) 11349 9 Min Comments

Never Mentioned Again

By Habu 4 Jun 2017

Two sailors on shore leave get surprised.

8.4 (86) 6507 11 Min Comments

A usual meeting

By JGR 25 Jan 2017

My sensual moments with my long term admirer..

7.8 (31) 4847 4 Min Comments

Becoming Angela

By Angela C.D. 7 Dec 2016

Transforming from male to female on a magical rainy night.

7.0 (31) 7481 3 Min Comments

Parent-Teacher Conference

By MattR 12 Jul 2016

Mitch goes in to talk to his son's teacher. He doesn't expect what happens next

7.8 (73) 14543 6 Min Comments

The Home Movies

By Angie K 26 Jun 2016

A series of home movies changes my life - for the better!

8.4 (13) 3291 20 Min Comments

Well, I Did Ask For It!

By Angie K 16 Jun 2016

A transsexual woman who desires to be dominated gets more than she bargained for.

7.7 (15) 2757 18 Min Comments

The Affair

By Angie K 13 Jun 2016

"YOU BITCH!!!!" she screamed. "YOU DAMNED, FILTHY BITCH!!!' Tears were streaming down her face as she softly cried, "I trusted you! How could you?"

8.5 (10) 3782 42 Min Comments

The Guest

By Angie K 11 Jun 2016

Miguel lends me to a visiting friend

6.5 (13) 1699 14 Min Comments

The Russians Are Coming

By Angie K 8 Jun 2016

My world gets turned on its ear when my Mother's family comes to visit

7.4 (15) 1942 28 Min Comments

The Family

By Angie K 3 Jun 2016

"Why did you have to marry this.......this.....thing?" Marguerite angrily asked. "Why couldn't you marry a real woman?"

7.9 (22) 3373 9 Min Comments

A Fresh Start (ch. 2)

By Angie K 29 May 2016

'I don't even know your name!" All he knew was that I was the mistress of a very wealthy couple. And.....my first name. I was afraid, but if I wanted Walt to trust me, I would have to tell him everything. Before he asked. No matter how sordid or painful. I took a deep breath and took the leap.

7.2 (37) 8424 6 Min Comments