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.

8.3
8 Votes

Walt (ch. 2)

Story by Angie K

22 Dec 2015 607 Readers comments 8 Min Read

working on our relationship

Topics: Anal Sex, Transgender

8.3
13 Votes

Walt

Story by Angie K

21 Dec 2015 1361 Readers comments 8 Min Read

A rocky start on a new relationship. Coming to grips with who I am.

Topics: Anal Sex, Rimming, Transgender

7.5
16 Votes

The Art Classes

Story by Angie K

14 Dec 2015 2921 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 1774 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 2649 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 2699 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 2924 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 1208 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

8.4
11 Votes

The Gentleman, His Wife, and Me

Story by Angie K

5 Nov 2015 1663 Readers comments 7 Min Read

A wonderful night and the following day with Silve was followed by a night of anguish and regrets.

Topics: Anal Sex, Transgender, Twink

9.1
7 Votes

The Gentleman (ch. 4)

Story by Angie K

31 Oct 2015 807 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

8.8
13 Votes

The Gentleman (ch. 3)

Story by Angie K

30 Oct 2015 945 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

9.2
11 Votes

The Gentleman (ch. 2)

Story by Angie K

29 Oct 2015 738 Readers comments 7 Min Read

"I see you received the roses." "I love them: They are beautiful!" "If you are available, would you like to go to dinner?" Jackie whispered in my ear, "Go ahead, and don't bother coming in tomorrow." She lightly swatted my bottom and said, "Go on!" I slipped my arm through Miguel's as we walked out the door. There was a definite sway to my hips as I anticipated the night to come.

Topics: Anal Sex, Big Dick, Transgender

8.9
16 Votes

The Gentleman

Story by Angie K

26 Oct 2015 3058 Readers comments 12 Min Read

He unzipped the gown and spread the back enough to l his hand down my bare back until he cupped my bottom. He continued to hold me close and kiss me. At the point, I was ready for him to throw me down and fuck me hard!

Topics: Anal Sex, Transgender

5.9
12 Votes

The Long Weekend (ch. 3)

Story by Angie K

21 Oct 2015 740 Readers comments 5 Min Read

She mounted me, pressing me into the bed. Her hips grinding against my stinging bottom brought more tears to my eyes. She reached under me and started jacking me off. She had never fucked me this roughly before!

Topics: Anal Sex, Transgender

7.8
22 Votes

Long Distance Romance

Story by markerss

20 Oct 2015 2084 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

7.8
10 Votes

The Long Weekend (ch. 2)

Story by Angie K

20 Oct 2015 852 Readers comments 6 Min Read

This the 2nd story about a long weekend full of sexual encounters, of various type. It is too long for one post. Each post will have a different flavor to the encounter. -Angie K

Topics: Anal Sex, Rimming, Transgender

7.0
23 Votes

Meeting Victoria

Story by markerss

19 Oct 2015 3588 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

6.6
13 Votes

The Long Weekend

Story by Angie K

19 Oct 2015 1500 Readers comments 5 Min Read

This story is about a long weekend full of sexual encounters, of various type. It is too long for one post. Each post will have a different flavor to the encounter. -Angie K

Topics: Anal Sex, Transgender, Oral & Blowjobs

6.7
30 Votes

Just need to get drained

Story by mwmalone

17 Oct 2015 3845 Readers comments 5 Min Read

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

Topics: Dildo, Transgender, Oral & Blowjobs

8.6
114 Votes

First blowjob

Story by charles-smythe

16 Oct 2015 29028 Readers comments 7 Min Read

I can't remember the first time I thought about sucking a dick. It's just kind of always been there, lurking in the back of my mind. I wondered what it would be like to suck a cock. This thought has been happening more and more lately. I'm not sure if it was my desire to try it that was growing, or just the influence of the internet on my mind.

Topics: First Time, Transgender, Oral & Blowjobs

8.2
34 Votes

The clients

Story by Angie K

16 Oct 2015 4544 Readers comments 3 Min Read

Fun with a wife and her cross-dressing husband

Topics: Crossdressing, Rimming, Transgender

7.9
13 Votes

The Shop (ch. 4)

Story by Angie K

15 Oct 2015 1484 Readers comments 6 Min Read

My ass gets a full-court workout

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

8.7
16 Votes

The Shop (ch. 3)

Story by Angie K

14 Oct 2015 1056 Readers comments 4 Min Read

I initiate Tracy into anal sex. - morning session

Topics: Anal Sex, Transgender, Virgin

7.4
22 Votes

The Shop

Story by Angie K

13 Oct 2015 2720 Readers comments 5 Min Read

Pleasing the boss

Topics: Anal Sex, Transgender, Oral & Blowjobs