High Heel Boots Stories

195,962 results
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Pussy In Boots

by Natalya on Sep 11, 2017
Fetish

Around a month ago I came home from work, tired and just ready to slump down in front of the TV all night. I knew that my husband wasn't home yet, we both worked Saturday's, so I headed straight upstairs to the bedroom, ready to relax in a warm bath. I headed into the en-suite bathroom and started the water running. I quickly slipped off my work clothes and...

Stepdad Plays with My Wife's Foot

by philgill11 on Aug 30, 2017
Fetish

On Saturday we were driving home from the dinner theater. My wife Michelle was in the back with her mother, and I was in the front with her step dad. He has made several comments about Michelle's little feet and toes; the color of her nail polish and the size of her feet (6) over the years, so we have suspected him as a foot lover even though my wife's mothe...

Kaley's Erotic Dream Ch. 03

by 123z on Nov 20, 2017
Celebrities & Fan Fiction

Note- Unless I missed it, I haven't seen the BBT episode from season 10 with Kaley as a dominatrix covered by the regular writers, so here is my unique take. Disclaimer- I have never met Kaley, never will, this tale is purely fictional. Kudos to Eric Stanton and Bill Ward, bondage illustrators from the sixties for the inspiration. Warning- Not for the fai...

Amy's Bitch

by vainvanveen on Sep 18, 2017
BDSM

I was sitting alone in the hot tub when I heard the back door close. Amy, my wife of seven years, had come out into the yard, probably to smoke. "Hey," I said. She smiled as she approached. Without saying a word, she rolled up her sleeve and slipped her hand into the bubbling water. "Oh," I said, feeling her grab me through my trunks. "This is unexpected."...

Well Booted...

by Lion24655 on Sep 13, 2017
Fetish

"Simon, I'm going to need a lift this evening. Pick me up at 8.00pm." The voice was not to be denied. It wasn't unpleasant, or unfriendly. It was just not to be denied. "Yes, Miss Bloxham." "And you'll take me home when I am ready." Miss Bloxham was always in charge, and always "Miss Bloxham". Miss Bloxham stood tall, with her long black hair tie into a "b...

Caroline Control

by thako on Sep 17, 2017
Fetish

The setting sun lazily flashed and flickered off the final water jump. Caroline dug her boot heels in to goad her horse, Odyne, to complete the final jump. Before the ripples caused by the mud falling from the horses hoofs had reached the bank, she had crossed the line to what can only be described as polite, almost sympathetic applause. 'Bugger' she thoug...

Mistress Chantel, Tranny Dominatrix Ch. 15

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Fifteen: We Meet Each Other's Parents and There Is A Wedding Ready to Go. [Sunday late morning]. "How many sissy maids have agreed to come clean for us Hun?" Kerri asks. "Three little sweetie maids Babe." I smile and reply. "They will be by on Wednesday before our Friday wedding. They are all so excited to play sissy house maids for us while t...

Julie's First CD Night on the Town

by juliegomez on Sep 14, 2017
Transsexuals & Crossdressers

There was a parking lot that was out of the way where I changed into my set of girl clothes for my night of adventure. The nylon underwear was tight and sleek, I had a raging hard on as I drove into town. I had been planning this night out for quite a long time and was hoping to get my butt well and truly fucked before the evening was over. In town there wa...

Diary of an Ultra High Heel Novice

by JulesC on Sep 17, 2017
Non-Erotic

Saturday 24th May 2003 Well today was a shoe delight. My sister took our daughters Daisy 3 (hers) and Holly 6 (mine) to the matinee ballet, a production especially for children, Saddlers Wells Theatre, Angel Islington. It was their belated Easter treat. My brother drove them up and I tagged along as my bro' and I were going to 'do lunch darling' whilst we w...

The Man Who Fucked His Way Across... Ch. 01

by Hugopossetposset on Sep 2, 2017
Fetish

The Man Who Fucked His Way across Chelsea and Back Again Ch. 01 One day I became Hugo Posset. How, I can't tell you, but that doesn't matter. I became Hugo Posset, a well respected London art gallery owner, good looking, a mere 22 years of age with a big cock. Before I was Hugo, I was an East End barrow boy, with a penchant for posh girls and an insatiable...