Pantyhose Crossdresser Stories

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My "Uncle" Caught Me in Pantyhose! Pt. 06

by JHouston on Sep 16, 2017
Transsexuals & Crossdressers

"You will make a hot little sissy in those heels and dress." said a man's deep voice behind me. I was startled. I was shopping alone in a boutique and adult novelty store near my new rented apartment. I had just moved in two weeks ago to be closer to my new college, and, I was picking out a few sexy outfits for crossdressing fun. I turned around to see a t...

Dressed for Disaster: The Prequel

by thrillerauthor on Sep 14, 2017
Transsexuals & Crossdressers

Dressed for Disaster: The Prequel Pat Summers put his suitcases on the bed, and made a quick survey of his room. He noted with approval the full-length mirror on the back of the closet door, and he poked his head into the bathroom to inspect the bathtub and vanity. Not overly luxurious, but they would do. First things first. He opened his computer case and...

Biker Bitch Ch. 01

by MicheleNylons on Dec 21, 2017
Transsexuals & Crossdressers

Chapter One: Cassie Cassie woke up feeling hungover, hungry, thirsty, beaten and abused. She was still chained to the billiard table in the Beasts of Burden Motorcycle Club clubhouse. She rubbed her ankle where the chain was manacled to her leg. Her nylon stocking had worn through and her skin was red and bleeding. Had it really been four days? Cassie s...

Humiliated at an Outlet Mall

by willow619 on Sep 25, 2017
Transsexuals & Crossdressers

A month before my birthday my wife Mel (short for Melanie) hinted she had a special surprise planned. I dislike having a fuss made about my birthday, and even though it was my 30th I expected nothing more than a dinner at a nice restaurant. Instead, on my birthday my wife and I headed to an outlet mall, a regular activity for us. But this time we drove to a...

Straight Crossdresser

by silkstockingslover on Oct 22, 2019
Transgender & Crossdressers

Summary: Guy dresses as a girl on Halloween and ends up performing as one. Note: This is a Halloween 2019 Contest story, so please vote. Thanks to: Tex Beethoven, and Robert for editing. * As I draped the sheer pantyhose onto my legs to finish off my Halloween costume, preparing for a night of cock sucking and bottoming at the annual Halloween men's onl...

From a Husband to a Dutiful Sissy Ch. 08

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Readers, I so hope you are enjoying my story here. It sort of allows me to live vicariously through my words as Chantel. This story has been outlined to allow me to write it in an encompassing and linear way. I try not to wing it but to paint a story that is life-like without being boring, well at least I hope it's not. I hope my characters are believable an...

My "Uncle" Caught Me in Pantyhose! Pt. 02

by JHouston on Sep 12, 2017
Transsexuals & Crossdressers

This story continues from: My "Uncle" Caught Me in Pantyhose! Pt. 01 https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-01 I was excited at the idea of spending some time with Roberto and when the day finally came for him to pick me up, I was giddy with excitement. As I sat on my chair in my room on the second floor, and looking out the windo...

Perfection

by ValoryG on Apr 23, 2019
Transgender & Crossdressers

It all starts, innocently enough, when Joanna's looking for a dresser. On one hand, she can just go to a big box furniture retailer and get an inexpensive, functional one that looks decent (and build it, of course). Or, she can browse around online and find a new or used one with a more elegant pedigree. Joanna, by the way, is a very practical, elementary s...

Dressed for Disaster: The Sequel

by thrillerauthor on Sep 14, 2017
Transsexuals & Crossdressers

FORWARD: This is the third of five episodes of the Dressed for Disaster saga, immediately preceding “Vendetta’s Diary.” Patrick Summers wandered the streets of lower Manhattan in an aimless fog, the chaos surrounding him a lurid backdrop for the turmoil between his ears. He had just suffered two tremendous shocks: his narrow escape from the collapse of the...

Sleeping Beauties Ch. 01

by MicheleNylons on Dec 2, 2019
Transgender & Crossdressers

Chapter One - The Bride Wore White Author's Note: Penelope Bishop first appeared in my story 'Cop Town Girl'. This saga stands on its own but if you want to read about Penelope's past, the story is available for your perusal. I hope you enjoy this thriller. ***** Penelope Bishop woke up to the ringing of her cell phone, her head groggy; to her it sounded...