High Heel Stories

187,100 results
Orientation
Length
Source
Infinite Scroll

She Thong

by mrstanley on Sep 16, 2017
Transsexuals & Crossdressers

Her name was Cindy and she had been born a male. Cindy was a beautiful woman is every way except one. She didn't like the term tranny and preferred being referred to as a shemale. She was truly happy living as a woman. She began taking light doses of hormones at 19 she had stopped hormones because she had difficulty maintaining a full erection. Cindy was bru...

Thong Sandal Adventures at the Mall

by mrstanley on Jul 6, 2020
Fetish

If BBWs or Foot Fetish action are your thing this story is for you. My name is David. I am a 57- year old man and live in Phoenix, Arizona. My sexy wife Bianca is a voluptuous BBW with a 48-38-50 curvy figure. She is a blue eyed brunette and stands 5'9" tall and weighs in at a soft sexy 220 pounds. Bianca's voracious appetite includes both food and sex. We...

One Red Shoe

by flirtalicious on Sep 16, 2017
Toys & Masturbation

It was 4 o’clock and I’d been sitting at my desk for the past 3 hours. I’d gone shopping at lunch and been working in my little office since and for some reason, I was horny as hell. Maybe it was the trashy novel I’d fallen asleep reading the night before. Maybe it was the sexy message ‘Z—‘ left for me in my voicemail detailing exactly what he wanted to do t...

Nancy's Summer Job

by SHAFERLINE on Sep 12, 2017
Fetish

Chapter 1 Nancy Nichols just finished her junior year at UNLV and decided to stay in town during the summer and take a couple of courses to relieve her crowded senior year schedule, rather than return to her parents' home in Chicago. She had been looking for a part time summer job in Las Vegas by searching on the internet as well as the local newspaper. One...

Masturbating to a Woman in Heels

by Sexybeast8899 on Aug 28, 2018
Fetish

About two years ago I placed an ad on Craigslist. The ad was placed in the casual encounters section. The ad was asking if someone would let me masturbate in front of them. I asked in the ad that the woman be willing to wear high heels and let me look at their legs while I masturbate. I'm an attractive man. I'm about 6'1". I have a good body. I'm fit and I...

Chris & Lisa Ch. 1

by cbf316 on Sep 2, 2017
Fetish

Lisa walked in and threw the bag on the bed and let the items fall out. The one item she grabbed out of the bag and threw the rest in the drawer. A bottle of silver polish was in her hand as she walked over to the closet and looked at her silver outfit. A small halter top along with silver shorts and silver heels was quite an outfit. She then sat down on...

In The Booth

by enduser1234 on Sep 16, 2017
Transsexuals & Crossdressers

* This is my first submission. While I write my little stories strictly for my own amusement, and all comments are welcome.* * The door clicked closed behind him as he entered the dimly lit booth. He threw the small bolt on the inside of the door, securing it behind him. Safety first, after all. The video screen on the wall was dark, and he knew to drop...

The Dream Daughter

by MissKaneda on Sep 2, 2017
Fetish

Kat hummed softly to herself, enjoying the fine afternoon. The world always seemed a bit brighter when she walked home in a new pair of shoes, and this afternoon every click that the tall, broad heels of her new black pumps made on the pavement simply delighted her. The only issue, of course, was that nobody else was around to appreciate her and these lovely...

Kitty's AssKissing LegBoy Pt. 02

by KittyZateez on Aug 28, 2018
Fetish

I had just made my LegBoy play with himself and beg me to kiss my ass, but of course I just had to be true to form, so I diverted his attention away from that desire back down to my legs and high heels instead...right where I wanted it! He was once again down on his knees in front of me with his erection sticking out toward me proudly, and I snatched the pa...

The Secretary

by FJAnne on Sep 12, 2017
Fetish

Each day as I sit at my desk, shuffling all the papers to make it seem like I actually have an important role in keeping the company going, I steal glimpses at you, my private secretary. You are always dressed so sexily. Classy and sexy. From my vantage point , I can watch you at work, always so professional. What I really love is the way you show off your l...