Transgender Stories

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

8.7
31 Votes

Filling Station Surprise

Story by Habu

20 Apr 2023 2451 Readers comments 12 Min Read

Surprise hookup for attendant at gas station brothel

Topics: Transgender, Interracial, Sex, Rentboy, MTF

8.0
111 Votes

18 yo US Navy

Story by cut

16 Apr 2023 5879 Readers comments 4 Min Read

Virgin ass gets opened up by ladyboy.

Topics: Anal Sex, First Time, Transgender, Bareback, MTF

9.2
44 Votes

Man Pussy Moan

Story by JadedGayKnight

28 Mar 2023 6750 Readers comments 9 Min Read

Tyrone gets his pussy wet in the club

Topics: Muscle, Rough Sex, Big Dick, Bathroom, Transgender, Breeding, Clubs & Darkrooms, Blackmail

8.6
14 Votes

Random Encounter

Story by Viki

22 Mar 2023 1892 Readers comments 11 Min Read

A very random encounter with a transsexual turns into a wild night.

Topics: Anal Sex, Transgender, Cum Swapping, Cum, MTF

9.0
23 Votes

Satisfied By Dad

Story by Phaggotry

22 Mar 2023 2679 Readers comments 35 Min Read

Nineteen-year-old Dawlia (post-op transgender MTF) is a year deep into her marriage to her brothers’ childhood chum. On vacation, her dad reveals to her that her husband is a selfish lover. Want to know who’s not? Dad!

Topics: Straight Men, Transgender, Incest, Infidelity, Sex, Married, MTF, Fucking

8.5
63 Votes

A Bouncer's Perfect Morning

Story by JadedGayKnight

21 Mar 2023 5701 Readers comments 5 Min Read

Club bouncer, Daxon, comes home both hungry and horny after a long night of work but he can always rely on his “girlfriend” Trina to fill both his belly and his asshole

Topics: Black Men, Big Dick, Transgender, Relationship, Breeding, Power Bottom, Deep Throat, MTF

7.4
7 Votes

Jimmy D

Story by Oldfinger

9 Mar 2023 678 Readers comments 10 Min Read

An old friend comes to town and I arrange a small sex party with a very special gurl involved.

Topics: Group Sex, Transgender, Sex, Orgy

8.2
16 Votes

Antiquer’s Delights

Story by Habu

2 Jan 2023 1997 Readers comments 16 Min Read

T-girl is introduced to exotic ancient sexual torture equipment.

Topics: Asian Men, Dildo, Prostitution, Transgender, Drugs, BDSM, MTF

8.8
27 Votes

I Couldn't Resist in Public

Story by Stephanie

18 Dec 2022 2709 Readers comments 4 Min Read

When the waitress forgets about our table in a busy bar, I couldn't resist passing the time the way I like best.

Topics: Public Sex, Voyeurism, Transgender, Cum, Oral & Blowjobs, Spit, Deep Throat, Facial, MTF

9.0
17 Votes

Terry’s Tree

Story by Habu

8 Dec 2022 1036 Readers comments 19 Min Read

Grieving cop trips on lost boyfriend’s Xmas tree.

Topics: Romance, Cop, Transgender, Interracial, MTF

8.0
38 Votes

Young Top Seduces Me

Story by Stephanie

11 Nov 2022 3757 Readers comments 9 Min Read

When Cal knocked on my door, I wasn't in the mood to entertain. When I saw he got me flowers, it made it hard for me to resist inviting him in.

Topics: Anal Sex, Transgender, Creampie, Cum, Breeding, Young Top, MTF

8.8
35 Votes

I Was Asked to Stay

Story by Stephanie

9 Nov 2022 4073 Readers comments 8 Min Read

When Dan asked me to babysit while he went on a date, I was more than happy to help. When he comes home early, he decides to make a move on me instead.

Topics: Anal Sex, Transgender, Feet, Daddy, Cum, Rubber, Deep Throat, MTF

8.7
67 Votes

Celebrating my Young Neighbors Birthday the Right Way

Story by Stephanie

2 Nov 2022 6147 Readers comments 9 Min Read

When I moved into my new apartment, the neighbors were kind enough to invite me to a communal party for their brother. Little did I know that by the end of the night, it would be him giving me a present.

Topics: Anal Sex, First Time, Transgender, Cum, Breeding, Oral & Blowjobs, Young Top

9.0
60 Votes

A Job Interview Gets Intimate

Story by Stephanie

31 Oct 2022 7897 Readers comments 8 Min Read

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

Topics: Anal Sex, Handjob, Transgender, Feet, Cum, Ass to Mouth, MTF

8.2
10 Votes

Tranny Love

Story by Cum Honey

28 Oct 2022 1344 Readers comments 9 Min Read

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

Topics: Anal Sex, Masturbation, Transgender, Daddy, Oral & Blowjobs, MTF, Mature Men

8.2
21 Votes

Weekend Getaway With My Boyfriend and his Sister

Story by Stephanie

28 Oct 2022 1900 Readers comments 13 Min Read

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.

Topics: Anal Sex, Threesome, Transgender, Feet, Cum Swapping, Breeding

8.5
18 Votes

My Second Date with Blair Didn't Go as Expected

Story by Stephanie

26 Oct 2022 1188 Readers comments 8 Min Read

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.

Topics: Transgender, Cum, Co-worker, Hookups & Dates, Deep Throat, Lingerie

8.9
26 Votes

First Time Date with Coworker

Story by Stephanie

25 Oct 2022 2358 Readers comments 6 Min Read

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.

Topics: Anal Sex, Rimming, Transgender, Cum, Hookups & Dates, MTF

8.1
25 Votes

When Gameday Got Intimate

Story by Stephanie

24 Oct 2022 2567 Readers comments 11 Min Read

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.

Topics: Anal Sex, Handjob, Big Dick, Sloppy Hole, Transgender, Feet, Creampie, BBC, MTF

8.5
42 Votes

First shemale BBC

Story by gary_4_u

23 Sep 2022 5963 Readers comments 6 Min Read

A first time with a shemale BBC

Topics: Anal Sex, Transgender, Interracial, BBC, Gangbang, MTF

7.9
23 Votes

Little people (ch. 2)

Story by gary_4_u

30 Aug 2022 879 Readers comments 3 Min Read

A continuation of "Little people"

Topics: Anal Sex, Group Sex, Transgender, Oral & Blowjobs

8.7
21 Votes

Meeting Miko

Story by AnotherSideOfD

25 Aug 2022 1531 Readers comments 4 Min Read

A curious guy meets a beautiful trans women

Topics: Asian Men, Rimming, First Time, Transgender, Interracial, Bareback, Oral & Blowjobs, MTF, Fucking

7.8
10 Votes

One Summer Stand

Story by Habu

24 Aug 2022 871 Readers comments 34 Min Read

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

Topics: Transgender, Sex, MTF

8.8
55 Votes

Inviting My Neighbor, Things Get Wetter Than Expected

Story by Stephanie

7 Jul 2022 5272 Readers comments 13 Min Read

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.

Topics: Piss, Anal Sex, Neighbour, Transgender, Feet, Cum, Oral & Blowjobs, MTF

8.9
49 Votes

The Pizza Boy gets paid more than he expected

Story by Stephanie

30 Jun 2022 4553 Readers comments 10 Min Read

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.

Topics: Anal Sex, Transgender, Cum, Bareback, Young Top, Ass Play, Deep Throat

9.5
34 Votes

Another trip to Lansing

Story by gary_4_u

24 Jun 2022 3183 Readers comments 7 Min Read

Another trip to the sex club in Lansing

Topics: Anal Sex, Bondage, Transgender, Oral & Blowjobs, MTF

8.7
62 Votes

White Boy Turned

Story by lilboy

13 Jun 2022 10586 Readers comments 4 Min Read

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

Topics: Black Men, Transgender, Interracial, Drugs, Sissy, BBC

8.9
24 Votes

Threesome With My Bestfriend And Her Boyfriend

Story by Stephanie

29 May 2022 4321 Readers comments 9 Min Read

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.

Topics: Anal Sex, Threesome, Transgender, Bisexual, Cum Swapping, Cum, Bareback, Boyfriends

8.5
21 Votes

Taking Him Deep For Movie Night

Story by Stephanie

27 May 2022 2696 Readers comments 6 Min Read

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.

Topics: Feet, Cum, Transformation, Oral & Blowjobs, Deep Throat

8.7
27 Votes

My Camping Trip Gets Wet

Story by Stephanie

25 Apr 2022 3137 Readers comments 11 Min Read

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.

Topics: Handjob, Transgender, Feet, Breeding, Transformation, Oral & Blowjobs, Camping