Transgendered Stories

430 results
Orientation
Length
Source
Infinite Scroll

Emily and Steve Ch. 07

by Travel_by_day on Sep 13, 2017
Transsexuals & Crossdressers

On our drive back to the city, Emily and I stopped for dinner at a Chinese restaurant about half an hour outside of the city. Emily was a little concerned about entering the restaurant, still unsure that she was "passable" as a woman, despite all my reassurances that she always is. The hostess seated us without raising an eyebrow. As we walked along, I notic...

Steve to Stephanie Ch. 01

by bad_boy_good_girl on Sep 16, 2017
Transsexuals & Crossdressers

This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome. * Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve did not consider himself gay because he really wanted to be fem...

My Life as Lauren Ch. 01

by Lauren_xxx on Sep 13, 2017
Transsexuals & Crossdressers

Lying on the bed next to him I thought back to who I was before and how my life changed for the better. Mostly. It all started when I was four, I was in the bathroom doing what needs to be done and I pair of white knickers caught my eye. My mum had hung them on the radiator to dry I picked them up and stared, I even sniffed them but as they had just been wa...

Transgendered Tales

by SciGuy on Sep 16, 2017
Transsexuals & Crossdressers

Boston Bang Once when I was feeling playful, I'd dressed up as a school teacher to attend an Ivy League university fundraiser. I love to shock people, and I thought some of them would find it funny. I wore a short black skirt and a semitransparent white blouse with no bra. The two shirt pockets of the blouse doubled the material and hid my nipples enough...

Something New

by JohnLhung on Sep 16, 2017
Transsexuals & Crossdressers

I met Becky in a late night bar after a night of clubbing. She seemed a really striking girl and we got on very well. She is tall with shoulder length dank blonde hair and has a very smokey voice. However she had to tell me that she was transgendered with her clothes on I couldn't tell. I'm a straight guy so was a little surprised. Still she was very honest...

The Wrong Room Ch. 06

by Dreamweaver594 on Sep 19, 2017
Transsexuals & Crossdressers

Part six of The Wrong Room series. Thanks for choosing to read another one of my stories. If you are unfamiliar with this story it might be best to go back to the beginning to better understand this relationship, but that's your choice. -Dreamweaver594... ***** Mike helped Allison pack up the remaining boxes in her bedroom. Her roommate, Tina, was all a fl...

Just Curious

by Bakeboss on Sep 16, 2017
Transsexuals & Crossdressers

I know all these stories start out this way but I am not gay. I'm married, I have kids, and I've never had a gay relationship. Still with all that said, lately I've had a burning desire to meet a live transsexual. No that's not the truth I want more than just to meet her I want to explore her body. I'm not talking about a boy in a dress but a female with a p...

Beginner's Meeting, A Play

by Exakta66 on Sep 17, 2017
Humor & Satire

Beginner’s Meeting, A Play Scene 1: A church basement. An odd looking assortment of people are sitting on metal folding chairs arranged in a circle. In the corner is a table with coffee and donuts. Characters: Charles: Middle aged man, about 40 dressed in a plaid sweater. He is the group leader. Pete: a.k.a. Pervert Pete, a graying man of about 60 dre...

Tammy the Transgender Witch

by transgirl84 on Sep 16, 2017
Transsexuals & Crossdressers

Hello everyone, thanks for taking the time to read this story. I hope all of you enjoy it, and all feedback is welcome. For this story, I'm borrowing A LOT from the Harry Potter Universe and the American school, Ilvermorny, but with an adult twist. Obviously, all characters are 18 years of age or older. * "Lumos!" I whispered, as I snuck around the restric...

From a Husband to a Dutiful Sissy Ch. 13

by Sissy_Chantel on Sep 25, 2017
Transsexuals & Crossdressers

Chapter Thirteen: Boy oh Boy, a New Day and a New Relationship. I wake up, the sunlight streams through the hotel room window. I lay for a moment gathering my thoughts. I realize I have spent the night with Mikel. I roll over and I see him peacefully asleep and my feminine emotions are over joyed at such a wonderful sight. I quietly and gently get out of b...