Wife Milking Crossdressed Husband Stories

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Life and Time of Lady Vargos Ch. 01

by rik581 on Oct 3, 2018
Transsexuals & Crossdressers

I am in the process of reposting my stories. *** "The Life and Times of Lady Vargos" is the second book of the Martin Hastings adventures into a life of forced feminization. This story follows the feminization and marriage of a reluctant young man as he is forced to accept his fate as a male/bride, in a same sex marriage, arranged by his family. This stor...

Sissyhood of Travelling Panties Ch. 01

by daddyslittlebitch on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 1: Alex A pair of red satin panties lay on the bed. They were boyshort style with little red lace bows above the crotch. Very sexy and very slutty. Helen ran her fingers along the soft, smooth material. She was dressed in a black lace garter belt holding up thigh high stockings, her large, round breasts, still firm at the age of 45, stood out naked...

Life and Time of Lady Vargos Ch. 14

by rik581 on May 15, 2019
Transgender & Crossdressers

Chapter 14 "Friend or Foe" Martin sat on the bench with Darren in the garden trying to determine how this young man was going to take advantage of this situation for his own gain. What was his angle? Martin now believed that everybody had a reason or was being rewarded in some way for being near him. Martin wasn't sure how to approach the man. He hadn't...

Lady In The House Ch. 06

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silvery gleam of semen and KY jelly stained the fabric; there was also a faint trace of blood. Harry hitched up his pants and made for the door, tigh...

Queen of Paradise Ch. 04

by ptpl_guy on Sep 4, 2018
Transsexuals & Crossdressers

This is a work of fiction. Names, characters, businesses, places, events, and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. ALL PERSONS DEPICTED AND/OR DESCRIBED IN THIS STORY ARE ABOVE THE AGE OF 18 EVEN IF NOT EXPLICIT...

Caught crossdressed

by Deedeesissyboy07 on Apr 22, 2025

Im home alone as my housemate is away with his girlfriend and not due home until tomorrow so yi am sitting at my dressing table looking at my newest purchase, a chastity cage a very small chastity cage as i wanted it tight, and a vibrating butt plug with a big purple crystal on the end. I've been a closet crossdresser for ever and have a huge collection of c...

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Lady In The House Ch. 08

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

"You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by the bulge of my slowly diminishing erection. "Ok fun's over; now get the fuck out of here while Mabel cleans the joint up for tomorrow ni...

My Three Mistress's

by Tiffanyuk on Sep 13, 2017
Transsexuals & Crossdressers

This is my first attempt at fiction of any kind, not just the erotic. This has been a favourite fantasy of mine for some time now, it always makes me come. I have kissed and cuddled the two women involved but that's all. Wish it could be more! I have been a cross dresser since I was about 10 years old, I started off wearing my mothers rather plain, underwea...

Crossdressed by Hot Girls

by tgirlchrissy on Sep 16, 2017
Transsexuals & Crossdressers

While I was a senior in high school I had an experience I would never forget. I had a group of girls that I called my "Ladies" and I was always close with them, I even hooked up with 2 of the 6. One summer night there was going to be a party and they were all going so me and a couple of my friends were going to go too. Earlier that day I was hanging out with...

Life and Time of Lady Vargos Ch. 05

by rik581 on Mar 26, 2019
Transgender & Crossdressers

Chapter 5 "A Spa Education" Martin had been through a very traumatic week at the so called spa he had been taken away to. He cried himself to sleep most night wearing only ultra feminine nighties with loads of ruffles and lace in various colors of lavender and sapphire blues, black and even a rather childish looking very short nightie in hot pink. He had b...