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.

8.6
20 Votes

The Gift

Story by Angie K

18 Apr 2016 3323 Readers comments 8 Min Read

I didn't even have time to catch my breath as he hit the end of my chute. I didn't have enough breath to scream in agony.

Topics: Anal Sex, Dildo, Hairy men, Transgender

7.4
12 Votes

The Play Date

Story by Angie K

15 Apr 2016 1197 Readers comments 5 Min Read

Two transsexuals engage in a "Play Date"

Topics: Transgender

9.1
64 Votes

The Ballad of Jason and Elijah (ch. 3)

Story by N!V3K

12 Apr 2016 1985 Readers comments 19 Min Read

What you need to know: 1) This is the second (and final) installment in the "Cabin in the Woods" saga. 2) Things get muy caliente in this one! 3) My sincerest apologies for anything anti-climactic... 4) Point 1 may have confused you, this is not the end, just the end of chapter 2

Topics: Black Men, Anal Sex, Sloppy Hole, Transgender, Relationship, Outdoor, Aliens

8.7
17 Votes

The Honeymoon (ch. 4)

Story by Angie K

10 Apr 2016 1878 Readers comments 5 Min Read

"Wives don't fuck their husbands! Their husbands are supposed to fuck them!" (If that didn't sound sexist......)

Topics: Anal Sex, Transgender, Oral & Blowjobs

8.1
58 Votes

My Neighbor

Story by Angie K

9 Apr 2016 6862 Readers comments 4 Min Read

"I don't want to offend you, but I'm Gay, "he said. "How do you feel about Trannies?" I asked as I turned around. He smiled as he saw my now erect cock. "I think I'm going to find out!"

Topics: Anal Sex, Transgender

8.1
10 Votes

The Dark Lover

Story by Angie K

5 Apr 2016 1468 Readers comments 6 Min Read

A mysterious man returns to Jackie's life

Topics: Big Dick, Sloppy Hole, Transgender

8.8
26 Votes

The Special Customer

Story by Angie K

2 Apr 2016 3318 Readers comments 7 Min Read

Making sure the customer(s) was satisfied.

Topics: Anal Sex, Chastity, Transgender, Face Fuck

8.6
15 Votes

The Training Sessions

Story by Angie K

28 Mar 2016 3107 Readers comments 7 Min Read

"Your butts will be red every day until you learn what I have to teach!"

Topics: Anal Sex, Transgender, Small Cock

8.4
43 Votes

Mr. Smith

Story by Angie K

26 Mar 2016 5627 Readers comments 7 Min Read

"You remind me of someone I taught," he said. "You're Andrew!" His eye went wide with fear, and he started to rise.

Topics: Anal Sex, Rimming, Transgender, Small Cock

8.3
23 Votes

The Club (ch. 2)

Story by Angie K

25 Mar 2016 2355 Readers comments 7 Min Read

He laughed and said, "Many married gentleman would gladly pay for the privilege of fucking a beautiful woman like you! If you wouldn't mind, I can give your number to a few of my friends. Men you'd be safe with and would probably like! What do you say?"

Topics: Anal Sex, Prostitution, Transgender, Sex, Small Cock

6.4
28 Votes

The Club

Story by Angie K

24 Mar 2016 3330 Readers comments 4 Min Read

My first visit to a Tranny club.

Topics: Black Men, Transgender

6.0
27 Votes

The Adult Bookstore

Story by Angie K

21 Mar 2016 6690 Readers comments 5 Min Read

"You know.....there's a lots of men here who'd probably love to have you suck them. And, maybe, they'd like to fuck your pretty bottom."

Topics: Anal Sex, Crossdressing, Transgender, Bookstore, Oral & Blowjobs

8.1
28 Votes

Fred

Story by Angie K

19 Mar 2016 3928 Readers comments 6 Min Read

Dave told me to be nice (meaning it would be okay to fuck him), so I raised my lips to meet his. Fred drew me into his arms and kissed me lightly. I wrapped my arms around his neck and returned the kiss with more passion.

Topics: Anal Sex, Rimming, Transgender, Sportsmen

6.3
95 Votes

Dave and Janet

Story by Angie K

18 Mar 2016 16483 Readers comments 4 Min Read

"I wonder what your parents would think? I wonder if they know their little boy was a cross-dressing, cock sucking slut?"

Topics: Anal Sex, Crossdressing, Rimming, Transgender, Slut, Oral & Blowjobs

9.1
10 Votes

The Honeymoon (ch. 3)

Story by Angie K

4 Mar 2016 1776 Readers comments 9 Min Read

. Over the next several days, Our routine was pretty much as I suggested. I'd ride him 15-20 minutes a couple of time during the day, and longer at bedtime.

Topics: Anal Sex, Transgender, Small Cock

8.3
15 Votes

The Honeymoon (ch. 2)

Story by Angie K

29 Feb 2016 1797 Readers comments 11 Min Read

I gasped as he slid the head past the opening. My eyes were wide. Damn! It still was very painful! I asked Walt to go slow until the pain receded. He looked doubtful, but I quietly implored him to continue.

Topics: Anal Sex, Big Dick, Transgender

9.2
22 Votes

The Thug Next Door! (ch. 8)

Story by Lovewanted305

29 Jan 2016 2803 Readers comments 8 Min Read

He wasnt even looking me in the eyes he was below my neck. I snapped my fingers, "eyes up here. Listen its a unmarked car across the street. I dont know who it be, but watch it.

Topics: Anal Sex, Transgender, Interracial

8.6
20 Votes

The Thug Next Door! (ch. 7)

Story by Lovewanted305

22 Jan 2016 2627 Readers comments 11 Min Read

It was males dancers, lap dances, drunks,trannies, and some even look like big ass bears. This was crazy. The music was booming loud ass hell.

Topics: Anal Sex, Transgender, Interracial, Big Ass, Drunk

7.0
14 Votes

The Honeymoon

Story by Angie K

18 Jan 2016 2981 Readers comments 6 Min Read

From tranny plaything to newlywed

Topics: Anal Sex, Big Dick, Transgender

6.7
18 Votes

The Bachelorette Party

Story by Angie K

16 Jan 2016 2975 Readers comments 6 Min Read

My friends throw a wild party. Maddie's first time with group sex

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

7.3
15 Votes

The Holiday

Story by Angie K

13 Jan 2016 3996 Readers comments 19 Min Read

A holiday with the family has unexpected surprises

Topics: Anal Sex, Big Dick, Fisting, Transgender, Travel, Holiday

8.9
18 Votes

My Study

Story by Angie K

12 Jan 2016 2174 Readers comments 10 Min Read

Bettering myself for Walt can be challenging.

Topics: Anal Sex, Big Dick, Transgender

7.7
19 Votes

Graduation and Beyond

Story by Angie K

10 Jan 2016 2397 Readers comments 12 Min Read

New paths and new encounters

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

8.4
16 Votes

Stephanie's Past

Story by Angie K

9 Jan 2016 3939 Readers comments 9 Min Read

Old demons surface

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

6.0
9 Votes

The shopping trip

Story by Angie K

30 Dec 2015 1402 Readers comments 8 Min Read

Stephanie and I go shopping with some unexpected revelations

Topics: Anal Sex, Transgender, Face Fuck

8.5
12 Votes

Walt (ch. 5)

Story by Angie K

27 Dec 2015 875 Readers comments 8 Min Read

training Walt to fuck me and training my ass to accept him

Topics: Anal Sex, Rimming, Big Dick, Transgender

9.3
9 Votes

Walt (ch. 4)

Story by Angie K

25 Dec 2015 556 Readers comments 7 Min Read

After I moved in with him, Walt would occasionally call to meet me for lunch. Sometimes I would go by his office first..

Topics: Anal Sex, Rimming, Big Dick, Transgender

7.8
10 Votes

Stephanie

Story by Angie K

24 Dec 2015 1681 Readers comments 12 Min Read

my new lover. a threesome with Walt

Topics: Anal Sex, Rimming, Big Dick, Threesome, Transgender, Oral & Blowjobs, Small Cock

7.5
7 Votes

Walt (ch. 3)

Story by Angie K

23 Dec 2015 453 Readers comments 6 Min Read

I felt a little self-conscious since I was a little more rounded from my treatments. Nina and Mia were absolutely gorgeous! Even Silve looked stunning in hers. Miguel was practically drooling over her.

Topics: Anal Sex, Big Dick, Transgender