Transgender & Crossdressers Stories

12,569 results
Orientation
Length
Source
Infinite Scroll

Ginger the Living Sex Doll

by njcaptionlover on Sep 16, 2017
Transsexuals & Crossdressers

Growing up I've always felt like I was born the wrong sex. That I should have been a girl rather than a boy. However, living in a traditional family where I was made to suppress these feelings. The majority of my teens were spent trying to be boy and not the girl I wanted to be. After turning 18 years old, I moved out of my parents' house and decided to li...

He To She Ch. 02

by LaurenWestley on Sep 16, 2017
Transsexuals & Crossdressers

(Authoress Note: All disclaimers regarding characters, age appropriateness etc are in effect. I really advise anyone under 21 not to read my stories. It takes a certain degree of maturity to enjoy my writings without recriminations. Don't write a review if you don't like the theme of the story. That's just childish. But criticism is always good and helps me....

I Admit I Was Speeding

by Cute Little Thing on Sep 16, 2017
Transsexuals & Crossdressers

I admit that I was speeding, when the cop pulled me over. What can I say, I was rushing to get home. I get that way when I have panties and a bra on. But let me start at the beginning, because this is a long story. It was a Friday night and I had been saving up all my courage for a month, since my girlfriend had told me she would be going out of town for the...

Hot Potato

by LucyH on Sep 16, 2017
Transsexuals & Crossdressers

I lean against my headboard and crack open a third bottle of beer. I'm already tipsy on two, and one more should get me properly drunk. They don't call me the Amazing Toothpick Girl for nothing. My friend Lauren wheels the desk chair up to my computer. "Okay, let's do this. I am a... woman... looking for...a woman, a man, or either?" Her mouse cursor hovers...

The Chase

by thrillerauthor on Sep 16, 2017
Transsexuals & Crossdressers

I checked the contents of my purse one last time: lipstick, compact, some bobby pins, Altoids, tissues, hairbrush, cell phone, wallet, room key, car key, cigarettes and lighter. I added the case for the sunglasses which were gaily perched on top of my head. With that, I took a deep breath, and after a final glance at my hair and makeup in the mirror on the c...

The Week of Four Loves Ch. 01

by RemainInLight on Sep 16, 2017
Transsexuals & Crossdressers

It was just another party. Granted, it was high class, but a party is a party. Here, there men of untrue intentions and women of untrue ages, having empty conversations and partaking in mating dances, neither of which held my attention. So, like any secretly pouting party girl, I took to the outside balcony. It was isolated, and the breeze was nice, despite...

The Sexual Transformation of Eugene Pt. 02

by LadyLovesBlue on Sep 16, 2017
Transsexuals & Crossdressers

Part II (Melanie) Chapter 1 I awoke on Monday morning to the annoying buzz of my alarm clock. Groggy, and wanting more of the peace I found in sleep, I hit the snooze alarm and rolled over. I tried to catch a few more minutes of sleep, but the events of the previous night came flooding into my head, pushing out the lingering cobwebs of my dreams. Had I dr...

Instead of My Sister Ch. 03

by Misslexia on Sep 16, 2017
Transsexuals & Crossdressers

After taking my sister's place on her driving test almost another year passed before my next opportunity to take her place. A month before we had moved as a family to a new part of the country where Mum had found a good job although we had yet to make any friends. I was still doing a minimum wage job in a supermarket, whilst Jessica was away on a holiday in...

Lauren's Hot Date

by Boxlicker101 on Sep 16, 2017
Transsexuals & Crossdressers

When Lauren woke up on Friday morning, her long blonde hair was tousled across her pretty face and her ruffled teddy was twisted around her breasts. She brushed her hair back, adjusted the nightie and smiled. Although the long hair and frilly garment were sometimes nuisances, she really liked the feelings of femininity they gave her. As the show tune went, s...

Dressing for my Master

by Chriszinner5 on Sep 16, 2017
Transsexuals & Crossdressers

Master is coming round tonight and I have the flat to myself. He wants me dressed and ready for him. Good! I am aching for his meaty manhood and looking forward to tasting his cum. He has given me instructions as to what I must wear and I know exactly what will turn him on most. I have the requisite clothes and hope he will like what I have done. The only...