Transsexuals+&ampamp;+crossdressers Stories

12,315 results
Orientation
Length
Source
Infinite Scroll

A Caged Bird Sings Ch. 02

by YKN4949 on Sep 18, 2017
Transsexuals & Crossdressers

In Part 1 Odessa was sent to prison, met a female guard, and made some friends. That is all you get in terms of summary, read the first one if you want to know the story. If you don't care about story, just read forward, lots of kinky sex ahead. Chapter 2: Initiation I awoke the next morning with my dick still hanging out of my panties and the covers stil...

Blame Abba Ch. 02

by BethanyJ on Sep 14, 2017
Transsexuals & Crossdressers

*** Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** Part 4 Out alone I wanted something which would let me wear my black 4 inch leather stilettos with ankle straps, really sexy shoes, my very first pair of TV heels. I opened the wardrobe to get them out, then started...

Oasis In The Desert Ch. 02.5

by Scribler on Sep 12, 2017
Transsexuals & Crossdressers

To all those who read all three parts of this story before I submitted this part I am sincerely sorry. I had mistakenly left this part out. Thanks to a few readers I was made aware of this mistake and I happy to add the missing section. I hope this will never happen again. Thank you. Our first invitation arrived at the end of September. Julie spotted it fi...

Big Flipping Deal Ch. 07

by IanSaulWhitcomb on Sep 25, 2017
Transsexuals & Crossdressers

[The story so far: Nick and Lindsey have inherited a house they must remodel together according to her aunt's will. As their DIY renovation proceeds, Nick falls hard for Lindsey even though he soon learns she's transgender and has a cock. Despite Nick's enthusiasm, Lindsey is dubious about getting involved with a guy who has previously been entirely straight...

A Game within a Game Ch. 02B

by doberinca on Sep 16, 2017
Transsexuals & Crossdressers

Author's Note: This is the second story. I still have sometimes trouble to find the right syntax. I hope you still have fun in reading this second story. A third will be following. The characters involved will appear more 'human', not real good and not real bad, and make sometimes bad decisions. Chapter 2B. A letter. Rob decided, after cooling down a...

A Game within a Game Ch. 02A

by doberinca on Sep 16, 2017
Transsexuals & Crossdressers

Author's Note: This is the second story. I still have sometimes trouble to find the right syntax. I hope you still have fun in reading this second story in 4 chapters. This is chapter 2A. The characters involved will appear more 'human', not real good and not real bad, and make sometimes bad decisions. I want to thank Kittenkinky for her excellent work o...

It's a Wonderful New Life

by alexyzia on Sep 16, 2017
Transsexuals & Crossdressers

I met Sherry at a bar. Imagine that. I often picked up women at bars. I'm a good looking man, have a nice sporty car, cash flows freely from my pockets - at the bar anyway. So I do OK at snagging a tipsy babe for a nights folly. But all of the sudden karma has caught up with me. When I hit on her she told me to back off or I'd be sorry. When I persisted, pol...

Tennis Anyone?

by tgirl_Mary on Sep 25, 2017
Transsexuals & Crossdressers

The airline check-in girl must have thought my wife Kelly was a real cloths horse. She checked the two large suitcases and I checked my one very small case. It did look like a lot of cloths for only a one-week trip to Laughlin, Nevada but the airline people didn't need to know the whole story. For several months now, my wife Kelly and I had been having them...

The Party Ch. 02

by sub_nancy_cd on Sep 16, 2017
Transsexuals & Crossdressers

Hearing the front door open. My eyes slowly opened as I woke up and tried to remember where I was. Turning over onto my back, it dawn on me that I was still in the hotel room. Buzz was still asleep. Glancing over at the clock, it read seven thirty. I instantly was reminded of the night before with the soreness of my ass. "Wake up you sleepy heads!"...

Old Folks Ch. 01

by billsbelle on Sep 14, 2017
Transsexuals & Crossdressers

I had been cross-dressing for some years, but I had never been with another man. I had been talking on a gay chat site for some months when I found someone who I got on with well. We exchanged photos I was happy with his and he was happy with mine. Deciding to get together, we arranged a date and time to meet and be for the first time with another man. I ha...