Transgender Stories

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

A Job Interview Gets Intimate

By Stephanie 31 Oct 2022

When I went to the interview, I was willing to do anything to get the job.

8.9 (64) 8415 8 Min Comments

Tranny Love

By Cum Honey 28 Oct 2022

I just found myself the perfect woman, AND man!  I'm in Tranny heaven!

8.3 (12) 1833 9 Min Comments

Weekend Getaway With My Boyfriend and his Sister

By Stephanie 28 Oct 2022

When my boyfriend invited me to his family cabins for the weekend, I thought it would be fun to meet his family. What I didn’t know was his relationship with his twin sister was a lot more intimate than I ever thought.

8.2 (23) 2348 13 Min Comments

My Second Date with Blair Didn't Go as Expected

By Stephanie 26 Oct 2022

When Blair had agreed to a second date, all I could think about was how to get inside his pants. Turned out to be harder than I thought.

8.6 (19) 1359 8 Min Comments

First Time Date with Coworker

By Stephanie 25 Oct 2022

When Blair asked me out, I wasn't sure what to make of it. What I thought would be a simple, relaxing date, turned into something very different.

8.9 (26) 2625 7 Min Comments

When Gameday Got Intimate

By Stephanie 24 Oct 2022

I thought I would be watching the game alone with Kian, but when he says his friends are joining, it turns out that I am the one getting passed around.

8.2 (27) 2986 11 Min Comments

First shemale BBC

By gary_4_u 23 Sep 2022

A first time with a shemale BBC

8.6 (49) 8086 6 Min Comments

Little people (ch. 2)

By gary_4_u 30 Aug 2022

A continuation of "Little people"

8.1 (25) 1020 3 Min Comments

Meeting Miko

By AnotherSideOfD 25 Aug 2022

A curious guy meets a beautiful trans women

8.7 (21) 1795 5 Min Comments

One Summer Stand

By Habu 24 Aug 2022

Savannah T-girl challenges 1-night-stand policy.

7.8 (10) 1012 36 Min Comments

Inviting My Neighbor, Things Get Wetter Than Expected

By Stephanie 7 Jul 2022

When my neighbor locked himself out of his apartment during a rainstorm, I thought the nice thing to do would be to invite him in. I never would have guessed that things would get just as wet inside, as they were outside.

8.8 (59) 5665 13 Min Comments

The Pizza Boy gets paid more than he expected

By Stephanie 30 Jun 2022

Working the late-night shift as a secretary means I am usually alone and bored. But all of that changes when I order a pizza, and realize I have no way to pay. Or, at least, almost no way.

8.9 (50) 5118 10 Min Comments

Another trip to Lansing

By gary_4_u 24 Jun 2022

Another trip to the sex club in Lansing

9.5 (34) 3491 7 Min Comments

White Boy Turned

By lilboy 13 Jun 2022

White boy thinks he's gonna get lucky with hot black woman.

8.6 (78) 15135 4 Min Comments

Threesome With My Bestfriend And Her Boyfriend

By Stephanie 29 May 2022

When my best friend asked if I wanted to have a threesome, I thought it was a joke. Then I remembered how nice she said his cock was, and I couldn't say no.

8.9 (26) 5207 9 Min Comments

Taking Him Deep For Movie Night

By Stephanie 27 May 2022

When I had invited him over for movie night, I had hoped it would get physical, but didn't know it would end with my first deepthroat experience.

8.5 (21) 2942 6 Min Comments

My Camping Trip Gets Wet

By Stephanie 25 Apr 2022

When my boyfriend invited me to a weekend camping trip, it wasn't just the tent poles I was fantasizing about pounding into the ground. Alone in the forest, and with a rainstorm lingering on the horizon, I have a feeling that things are about to get really wet between Charlie and me.

8.6 (29) 3456 11 Min Comments

TG Gangbang (ch. 2)

By gary_4_u 7 Apr 2022

When at the club I I had to remain silent unless asked a direct question or told to speak. Almost always Kelli or one of our friends would take me up on stage and we would put on a sex show of some kind. But always with me getting fucked at both ends.

8.6 (14) 2013 7 Min Comments

Gunpoint (ch. 3)

By Tom C 20 Mar 2022

“Gunpoint” is a story told in three parts of the abduction of a young trans woman, Lucy, and her foster siblings. The kidnapper’s boss has sex with Lucy, an inexperienced lover, and she develops feelings for him. Even so, Lucy realizes she must act to help her siblings.

8.1 (7) 795 12 Min Comments

Stories of a Bi Bottom slut (ch. 11)

By Tucsondude85716again 28 Feb 2022

More loads in my ass, lots of fun freaky party and play activity along the way.

9.5 (24) 7879 19 Min Comments

Oliver's Story

By Caliban 23 Feb 2022

A transgender love story... (updated version)

8.9 (434) 5238 19 Min Comments

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.

9.0 (20) 2467 9 Min Comments

The Naive Sailor

By Habu 12 Feb 2022

Young freighter sailor Cory learns the ropes in Bangkok.

7.3 (28) 2528 3 Min Comments

The Struggles of Becoming a Woman

By Getoutofmymind 11 Jan 2022

When becoming a woman things, in the beginning, are extremely difficult! Chapter 1.

9.5 (18) 2116 27 Min Comments

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.

9.2 (19) 2782 14 Min Comments

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.

9.2 (8) 2360 50 Min Comments

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!

8.3 (28) 3317 3 Min Comments

Tranny at the bar

By djfmonkey 8 Nov 2021

The best looking girl in the bar was a guy and I love her.

9.3 (169) 8996 10 Min Comments

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.

8.9 (41) 4630 6 Min Comments

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!

8.1 (21) 5387 4 Min Comments