Oliver's Story
By Caliban 23 Feb 2022
A transgender love story... (updated version)
Transgender Stories
GayDemon's porn library, in this story category you can find gay erotic stories involving transgender sex, MTF & FTM.
Henry and Kennedy
By Randy Rogue 14 Feb 2022
What truly is gay? If a trans girl fucks a guy, is that gay. A slight off-kilter take on a cuckolding story.
The Naive Sailor
By Habu 12 Feb 2022
Young freighter sailor Cory learns the ropes in Bangkok.
The Struggles of Becoming a Woman
By Getoutofmymind 11 Jan 2022
When becoming a woman things, in the beginning, are extremely difficult! Chapter 1.
Alessia Travestita Hung Trans meets Big Dick in Vegas
By Stan 29 Dec 2021
Alessia Travestita (Real Porn Star Ashemale, Pornhub and Hamster) meets a big dicked man in Vegas for sex and fun. They are both smoothly shaven, big cocks, very oral and insatiable sex drive. Alessia gave me her background she is on Flkr I saw her immense thick cock. She requested some of the acts in the plot. I created Robert and the setting.
Two hung Amazons meet Two sexy Ladyboys
By Stan 28 Dec 2021
Two BBW hung Amazons meet for BDSM extreme fetish sex with two petite sexy Ladyboys for an afternoon of hedonistic sex. The story ends up in a twisted erotic four-some.
I knew she was a trans
By BillyBoy 17 Dec 2021
She works in advertising. She is HOT! I waited for a long time to even say hello. I've never been with a trans girl. Does she still have a dick? I don't know. But I want to find out!
Tranny at the bar
By djfmonkey 8 Nov 2021
The best looking girl in the bar was a guy and I love her.
Seduced by the 'girl next door'
By BillyBoy 29 Oct 2021
I know she is a trans or whatever. But she is so nice. I finally agree to stop over for a drink and some pie. Later she had me sucking her straw and eating her ass like a pie.
A weird twist I'll never forget
By BillyBoy 11 Oct 2021
A therapist suggests a strange clinic for me for the weekend. Somehow I get transfered into a womans body for two days. I guess you need to be carefull who you tell your fantasies to. Even your therapist!
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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.
Kennedy
By Randy Rogue 6 Oct 2021
Typical Boy meets girl story. But the girl isn't your typical girl.
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.
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?
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.
The Gym
By Caliban 30 Jul 2021
Have you ever imagined what sex would feel like as a woman?
Entrapment
By Habu 5 Jul 2021
Trans rent-boy engaged in political entrapment sting.
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.
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
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
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Luk in a Lincoln
By Habu 31 Dec 2019
T-Girl Luk does New Year's Eve party parking lot valets.
I'll Show You Mine
By Naughtygaywriter 3 May 2019
Two men, one has a secret about what lies underneath his clothes.
His Special Something
By rae121452 2 May 2019
What would cause an otherwise str8 guy become obsessed with the security guard?
Transman
By Caliban 30 Apr 2019
Can a man be a real woman...
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.
Nightbird
By Georgie d'Hainaut 24 Mar 2019
How transformation can make you feel good
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.
A Truly Amazing Woman
By axe147 27 Nov 2018
My transsexual experience
A TS Friend (ch. 2)
By Crypticguy 13 Mar 2018
Two Shemales screw a guy on a poolside
Never Mentioned Again
By Habu 4 Jun 2017
Two sailors on shore leave get surprised.