Transgender Stories

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

8.4
43 Votes

Mr. Smith

Story by Angie K

26 Mar 2016 5621 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 2351 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

6.0
27 Votes

The Adult Bookstore

Story by Angie K

21 Mar 2016 6667 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 3925 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

6.7
18 Votes

The Bachelorette Party

Story by Angie K

16 Jan 2016 2971 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 3988 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 2173 Readers comments 10 Min Read

Bettering myself for Walt can be challenging.

Topics: Anal Sex, Big Dick, Transgender

8.4
16 Votes

Stephanie's Past

Story by Angie K

9 Jan 2016 3921 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 1397 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 874 Readers comments 8 Min Read

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

Topics: Anal Sex, Rimming, Big Dick, Transgender

7.8
10 Votes

Stephanie

Story by Angie K

24 Dec 2015 1679 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
16 Votes

The Art Classes

Story by Angie K

14 Dec 2015 2911 Readers comments 11 Min Read

Fun with the professor, tutoring a student, and final exams

Topics: Anal Sex, Transgender, Bisexual, Cum, Face Fuck, Oral & Blowjobs, Small Cock

7.5
9 Votes

The Toys

Story by Angie K

22 Nov 2015 1772 Readers comments 4 Min Read

adding a little spice to our relationships

Topics: Anal Sex, Big Dick, Transgender, Cum

7.0
11 Votes

The Cabin

Story by Angie K

19 Nov 2015 1439 Readers comments 11 Min Read

Silve dominates her transsexual lover

Topics: Anal Sex, Rimming, Transgender, Cum

6.4
14 Votes

Mia

Story by Angie K

12 Nov 2015 2644 Readers comments 6 Min Read

Sisters with benefits?

Topics: Transgender, Oral & Blowjobs

8.0
18 Votes

Girls' Night Out

Story by Angie K

11 Nov 2015 2697 Readers comments 7 Min Read

I take Silve out for a night on the town

Topics: Anal Sex, Transgender

5.8
14 Votes

Home, With the Girls

Story by Angie K

10 Nov 2015 2922 Readers comments 6 Min Read

A girls' afternoon together. Things get difficult with Nina.

Topics: Transgender

9.1
10 Votes

The Gentleman's Wife (ch. 2)

Story by Angie K

6 Nov 2015 1204 Readers comments 6 Min Read

Mistresses and wives often know about each other, but seldom met. Not only was I surprised to meet Silve, I would have never expected that she and I would become intimate!

Topics: Rimming, Transgender

9.1
7 Votes

The Gentleman (ch. 4)

Story by Angie K

31 Oct 2015 806 Readers comments 4 Min Read

I sat in his lap and slid my robe off my shoulders. I dipped a finger in some jam and applied it to my nipple. I suggestively licked my finger then drew his mouth to my nipple. As he sucked I said, "As long as you want me, love, as long as you want me."

Topics: Anal Sex, Transgender, Oral & Blowjobs

7.8
22 Votes

Long Distance Romance

Story by markerss

20 Oct 2015 2082 Readers comments 14 Min Read

Several weeks ago, I met a girl online. It was through a paid web-cam site and she was more than just a girl; she was a transsexual; a very attractive and passable girl with a great body. She went by the name of Cassie and eventually we became very attracted to one another;

Topics: Anal Sex, Transgender, Oral & Blowjobs

7.0
23 Votes

Meeting Victoria

Story by markerss

19 Oct 2015 3581 Readers comments 8 Min Read

I had always fantasized about being with a transsexual, but never had the guts to pursue it. I had responded to several Craigslist ads to meet a tranny but after only a few messages, I usually became overly nervous and I never went through with it. However, there was one Craigslist ad that simply said, "Satisfaction Guaranteed."

Topics: Anal Sex, Transgender, Oral & Blowjobs

6.7
30 Votes

Just need to get drained

Story by mwmalone

17 Oct 2015 3835 Readers comments 5 Min Read

A true, short story about another meeting with a man on Craigslist. Blowjob only

Topics: Dildo, Transgender, Oral & Blowjobs

7.9
13 Votes

The Shop (ch. 4)

Story by Angie K

15 Oct 2015 1481 Readers comments 6 Min Read

My ass gets a full-court workout

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

8.5
20 Votes

Shunga World

Story by Habu

8 Oct 2015 1792 Readers comments 18 Min Read

A Filipino pole dancer Transvestite is kidnapped into the Tokyo Shunga art film world.

Topics: Abduction, Transgender, Small Cock