Heels Stories

80,885 results
Orientation
Length
Source
Infinite Scroll

Mistress Chantel, Tranny Dominatrix Ch. 02

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Two: A Day in the Life of Tranny Dominatrix Chantel Waking up into another morning where this transvestite dominatrix gets to dress up and enjoy her life of toying with sub men and sissies/crossdressers. Working hard to get my femme look down over the last couple of years prior to operating this Dominatrix business, I enter my very lady-like powder...

Ms. Jay's Shoe Store Encounter Ch. 01

by jojo23456 on Sep 16, 2017
Transsexuals & Crossdressers

Ms. Jay woke up thinking it would be a fine day to miss work and go shopping for that new pair of high heels she so desperately wanted. After eating breakfast she prepared to go looking as sexy as she could, she wanted all the men to turn their heads to watch her hip movement. Arriving at her favorite store," Bells shoes for Large Women," she noticed anoth...

Ghost Heels

by oggbashan on Oct 9, 2018
Erotic Horror

Copyright Oggbashan September 2018 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. +++ "I'm scared, Harry. I don't want to do this." "You agree...

S is for Selena

by BethanyJ on Sep 12, 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! *** "His name is Ken," my friend Isabella had told me as she recounted her own encounter and that of her friend. "I got to first base with him that first time he came in the club. Just a quick snog and then he seemed to...

The Highest Experiment Ch. 02

by spike75man on Jan 8, 2019
Sci-Fi & Fantasy

This is a work of pure fiction. Any similarities between persons living or dead is purely coincidental. All people are over 18. This story contains quite a few sex scenes, if this in not what like to read, consider this your fair warning. Do not reproduce this work without permission. This is the second instalment of the story. I love feedback (constructive...

Caught by My Wife Ch. 02

by VQsYesMaam on Sep 13, 2017
Loving Wives

The next morning I had to go to work so I was allowed to remove the breast forms, cuffs, heels and lingerie, but not the cock cage. When I came out of the shower there was a thong, stockings, garter belt and camisole laid out for me to wear to work. My sore ass and jaw reminded me not to question her so I put them all on and presented myself for inspection....

Chris/Kimmi/Donna

by cbf316 on Aug 18, 2017
Fetish

Kim was pissed off today. She had been at this same company for over 5 yrs now and she was supposed to get a promotion at this company and the job went to another person and boy was she pissed. Her boss Chris was the one she was totally pissed off at. She was so pissed off that she would love to have gotten revenge on her boss, but she needed her job and...

The Office Sissy XX

by pennyjonestv on Sep 15, 2017
Transsexuals & Crossdressers

It had been one of those days where you wish you had chosen flats and support tights. But no, that wouldn't have felt appropriate for the new head of human resources. Impressions are everything in this business. Back to back meetings from nine am to seven pm had taken its toll on my calves, my back and for that matter my mood. It was one of those days I get...

Always Read Before You Sign Ch. 03

by Reaver90 on Apr 6, 2020
Transgender & Crossdressers

"Wakey wakey sleepy head," Paula said. Samantha groaned. "What time is it?" "It's seven in the morning," Paula replied. "It's time for your boosters." Samantha got up slowly and yawned. She felt the two pricks on her arm. "All done," Paula said. "I would let you sleep for longer. But I've got to go out." "To the office and do shopping, yeah?" Samantha r...

Donna's Ultra-High Heels Bk. 02 Ch. 01-03

by SHAFERLINE on Sep 15, 2017
Fetish

Authors Note 'Donna's Ultra-High Heels, Book 2' is a continuation of Book 1 and can be read without reading the first book, although it is highly recommend that Book 1 be read first since it would be helpful in understanding the character development of the main players. I tried to make the transition to Book 2 as seamless as possible by briefly summarizin...