by
Akito01
on Sep 13, 2017
Transsexuals & Crossdressers
After the night I previously described to you with Sweet, it naturally occurred to me to wonder if he had seduced other men in a similar manner. It may seem silly or naïve, but I honestly had no idea. With some sly delight, this is story Sweet told me.
Naturally, to preserve the identity of all involved, I will continue to refer to Sweet as exactly that. He...
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by
komrad1156
on Sep 12, 2017
Transsexuals & Crossdressers
"Hello again, Kyleigh!" he said as he looked at himself in the mirror after carefully pulling on his very expensive human-hair wig. Ky Finley was now Kyleigh Finlay and she felt this wonderful rush of endorphins flood over her as she looked at the beautiful creature she'd become over the last ninety minutes.
Ky had sandy blond hair so Kyleigh could easily b...
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by
Hypnoticus
on Sep 26, 2017
Science Fiction
You stand on a street-corner in your home town. The sky is overcast and there's a rumble of thunder in the distance that reverberates off the buildings. You reach in your pocket and pull out enough cash to cover the cost of lunch, shove it into the hands of the street vendor, and begin to make your way back to the office. You would hate to be caught in yet a...
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by
MicheleNylons
on Oct 5, 2020
Transgender & Crossdressers
Chapter One - It's Not Right Uncle John, For All Sorts of Reasons
Author's Note: This is a little two-part tale similar to my early stories. It has all the trappings of a Michelle Nylons story: a little incest, a little blackmail, a lot of sex and a surprising ending. I hope you like it.
Crystal Palace sat at the bar watching Melanie Starr singing The Cryi...
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by
Sissy_Chantel
on Sep 18, 2017
Transsexuals & Crossdressers
Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel.
Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...
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by
marissacd
on Nov 27, 2018
Transgender & Crossdressers
Chapter 1 - Exposure
They moved in next door shortly after we bought our house about five years ago, a nice couple who were a few years older than my wife and me. My name is Michael. I'm twenty-eight years old, white, five-seven, brown hair, blue eyes and a lean build, suitable for cycling, which I do a lot. My wife, is five-four, slim, athletic and blonde....
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by
lipglossdreams
on Sep 12, 2017
Transsexuals & Crossdressers
I suppose that my story starts in the same way as a lot of other crossdressing boys with busy real lives: year after year of bottling things up, slowly buying clothes, dressing furtively, shamefully, until things would get too serious with a girl, then - a fearful, hurried purge, a headlong plunge into the cold waters or normalcy. What a deceitful plunge it...
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by
ValoryG
on Dec 10, 2019
Transgender & Crossdressers
All names and characters in this story are fictional and have no connection with any actual person living or dead.
*****
Jonathon Worley is in his sophomore year at Onanoma State University, majoring - at least for the time being - in art history. He's the third child in his family, and after his parents paid for the first two to go to college, there was...
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by
ValoryG
on Jul 27, 2020
Transgender & Crossdressers
(The names and locations in this story are completely fictional and have no connection with any person living or dead.)
My name's Chris. Wife Jolene and I have been married six years now. Live in the small city of Centertown, Ohio. It probably got that name because it's about half way between Columbus and Cincinnati. Being from a midwestern small town, the...
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by
sissy_janice
on Jul 6, 2020
Fetish
I was uncertain which category I should post this story under. I love the crossdressing stories most, and this would certainly fit there. But the main action really is about cuckolding, so I've put it in the Fetish section.
***
I had thought that my wife was unaware of my crossdressing. Not only was I wrong but, as it turns out, I was the one unaware - -o...
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