High Heels Training Stories

211,551 results
Orientation
Length
Source
Infinite Scroll

Marion's reTurn Ch. 01

by jomar on Sep 13, 2017
Fetish

While this story can stand on its own, Marion's Turn, parts 1 and 2 are where it started. Essentially, Marion and her lover take turns leading each other on sexual adventures where anything goes. Since you know what you're in for, I hope you enjoy it. ********** I stood in front of her door at the end of the fifth floor hallway of her high rise condo. I w...

The Sunset Limited Ch. 01

by Adrian Leverkuhn on Sep 14, 2017
Romance

The sun was shining on the sea,
 Shining with all his might:
 He did his very best to make
 The billows smooth and bright-
 And this was odd, because it was The middle of the night. from The Walrus and The Carpenter, in Through the Looking-Glass and What Alice Found There, 1872, by Lewis Carroll +++++ He sat, with his back against the whitewashed brick wa...

Lockdown Lust

by cruiser_2015 on Apr 20, 2020
Exhibitionist & Voyeur

Like everyone else at work during the Covid pandemic I was self-isolating, working at home. Fortunately my company has an excellent IT system. Since I split with my woman I was living alone and I was missing socialising, and the pubs and bars. Another thing I missed was the office eye candy. In our open plan office I'm constantly treated to a voyeur's paradi...

Suburban Surrender

by Sputnik57 on May 13, 2020
BDSM

Cathy Dupree had been single for some time, and the sexual rush she got that day, was more than welcome. The night before, she'd lain atop her bed, facing the mirror and watched herself masturbate with the large vibrator which had so long been her best friend, her orgasm magnificent as her imagination took her through a fantasy which saw her with the upper h...

Michelle Gets A Job At A Strip Club

by Veri on Sep 18, 2017
Loving Wives

My wife likes to experiment in strip clubs and play dangerous games. This is one of her stories. "Get over here Ho." My wife walked over to the strip club manager. She had just finished a shift dancing. It was her second night. She had entered an amateur contest the night before and first prize was a hundred dollars and a job if she wanted it. I watched h...

House of Glass Ch. 03

by trace_ekies on Aug 30, 2017
Erotic Couplings

Copyright © 2006 Trace Ekies. All rights reserved. I was sitting by myself in a semi-circular booth at the edge of the dance floor. I had just started my second drink. Smitty's was a popular dinner/dance club about ten miles North of the city's center. When I came here after college this area was a cow pasture. But the city grew rapidly to the North; Smitt...

BobbyJo Sue, Trailer Park Queen

by Ariel797 on Aug 18, 2017
Fetish

My name is Bobbie Jo Sue Langhorne. I been voted Trailer Park Queen in 1988, and in 1990 and 1991 I got voted Most Likely to Paint Tree Trunks White. I got married, got me a good job over to the Shoney's Big Boy, and then got divorced when I come home to find my husband sprawled on top of my best friend, Betty Jo, except me and her done made up since then....

The Blind Date

by Just Plain Bob on Sep 13, 2017
Loving Wives

I can't believe that I'm doing this. How did I let Nancy talk me into a blind date with one of her friends? I'm old enough to know better. Oh well, here we are. Just push the doorbell and let's get it over with. Better push it again. I am at the right address aren't I? Were is that piece of paper that I wrote it down on. Yes, I'm at the right place. Try the...

Unleashed By Nair

by Entrammeleur on Jul 29, 2019
Transgender & Crossdressers

My entry into the 2019 Nude Day story contest. Please enjoy! *** I really didn't expect Nair to make a slut out of me. I was between jobs -- again -- and had the house to myself after my wife dashed out in her scrubs to work the swing shift at the hospital. Job-hunting was a soul-sucking exercise at best, and three straight months of fruitless searching...

End of an Affair

by PapaRomantic on Feb 6, 2018
Loving Wives

This story centers on a woman who is unfaithful to her husband, and how she deals with her emotions when the affair comes to a sudden and tragic end. If that plot doesn't suit your tastes, I would suggest you not read it. If you continue, I hope you enjoy a look inside the thoughts of a cheater who is forced to deal with her emotions in a sudden and unexpect...