Trampling Heels Stories

81,118 results
Orientation
Length
Source
Infinite Scroll

What a Difference

by candytales on Sep 13, 2017
Erotic Couplings

Much as I love my job at 'Playthings' helping customers choose their exotic lingerie and sex toys I always look forward to Thursdays, which is my regular day off and is the only day of the week that I get totally to myself because Ebony is at work. Sometimes I go into town for some retail therapy, or meet up with some friends for lunch or just potter around...

Closing the Library

by sillypanda on Sep 13, 2017
Erotic Couplings

Author's Note: Ever since a friend started working as a librarian, I've had a fantasy about accosting him in the library after hours. I decided to share it for the holiday as my first submission - enjoy! * Ryan shuffled through papers at the reference desk, trying to finish as quickly as possible so he could lock up and go home. He liked his job, sometime...

Be Careful What You Ask For

by holliday1960 on Sep 12, 2017
Erotic Horror

(This story is intended for submission to the Halloween competition. Your vote is appreciated. Constructive criticisms are welcome. I hope you enjoy!) ***** Ian opened his eyes slowly. His head buzzed. It was a distant, but annoying sound, and he wanted nothing more than to make it stop. He blinked hard and tried to focus, but the morning burned his eyes....

Bethany

by Daveindenver on Sep 14, 2017
Erotic Couplings

The convention center was hot and crowded: there must have been several thousand people there, milling about, standing in lines, generally being annoying, and Bethany was getting more frustrated by the minute. Her flight in had been fine; her hotel room was just fine; the convention center itself was just fine; it was this damned cold-as-slow tar line that w...

House of Hedonism

by jnny on Sep 14, 2017
Erotic Couplings

Jenny looked up almost expectantly as she heard the bell above the door ring. He’d been coming into her diner every morning at about the same time since Monday, it was now Friday. Dressed in her usual sheer, white thigh high stockings, the diner’s required pale yellow dress, which ended mid-thigh, and her sensible white tennis shoes, she made her way over to...

A Friendly Facial

by renaissanceredneck on Sep 17, 2017
Mature

All rights reserved. No part of this document may be reproduced without permission from the author. This is a work of fiction. Any resemblance to real people is strictly coincidental. If you aren't at least 18 years of age, don't read this... blah, blah, blah. * She had red hair. It was obviously a dye-job. Most likely to hide the natural grey that I'm sur...

Marriage Turn-Around

by BrettJ on Sep 16, 2017
Interracial Love

Since the beginning of Junior High, it had always been "Stan and Fran." They had started dating even before most kids started dating and all through High School. Everyone assumed they would end up together and everyone was right, they married upon graduation from University. Married for nearly 20 years, with a daughter now off to University, they should have...

Ben and Julie Ch. 01

by monkem on Sep 19, 2017
Romance

Chapter 01: The Beginning When Ben and Julie moved to Myrtle Beach they had been married almost 3 yrs. They were an All American type couple, mid twenties, educated, and both very attractive. Ben had played football in school until his knee blew out the second time, then after loosing his scholarship, it was up to him to get through school the best way he...

The Pet Chronicles Ch. 01

by Alex_Mahler on Sep 1, 2017
Group Sex

For when my outward action doth demonstrate The native act and figure of my heart In compliment extern, 'tis not long after But I will wear my heart upon my sleeve For daws to peck at: I am not what I am. She enters the room and the eyes are on her. They're so heavy—she's weighed down in quoits, she's stumbling. Every glance heats her, she's melting by mic...

Vegas: Interlude

by Marlene on Sep 16, 2017
Transsexuals & Crossdressers

I'm lucky in that I get to travel to Las Vegas for my work eight or ten times a year. I'm not a gambler but I love the city and the nightlife a lot. Particularly the people. As I've recounted in another story, my work requires that I dress as a guy but luckily I get done early enough in the day so that I have time for a full evening of dress-up fun and game...