High Heel Worship Stories

191,637 results
Orientation
Length
Source
Infinite Scroll

Sissy Sisters

by Stillherer on Sep 16, 2017
Transsexuals & Crossdressers

This was the letter I wrote to an older Sissy in an attempt to convince Her to accept me as Her littler sister and use me. * Stop, You make me blush. I too luv wearing feminine luxurious things. I believe now I need to wear sensuous feminine things under the direction of some one else. Could that possibly be You. Please. You would treat me like a little...

Sucker Boys

by TopsyBFox on Sep 13, 2017
BDSM

We meet in a bar, me, my best sissyboy painslut & you. We are all dressed in everyday office attire; you boys look so professional in your suits. I have on a tight white blouse which strains a little at the buttons, the sheer lace of my bra clearly showing through; a straight black skirt, net stockings & heeled patent black pumps. There are other such groups...

Torturous Boots Ch. 02

by Fetish114 on Sep 17, 2017
Fetish

Pete had returned home and took off his leather attire, he felt wonderful and horny again, after all the perverted things he did to a helpless James he couldn't help but feel hard again after Cumming three times. Even though he was tired he was thinking of the next gang member responsible for Sally's death and what he planned on doing to him. His contacts ma...

Car Accident Ch. 04

by pedic7717 on Sep 12, 2017
Fetish

4th Day: Dog leash & Paint Job Next morning the alarm clock woke me up. My throat was aching from the tight collar. I could barely move my head. I got dressed and rushed downstairs to prepare Madame's breakfast. Soon enough everything was ready. Just in time. I got the dish and went upstairs. -May I enter Madame? -Yes. I entered her bedroom and stood b...

Dance

by defiant_1 on Sep 15, 2017
BDSM

(This one’s considerably longer than most of my recent stories. If there are situations or implements or dialogue that seem a little dated – or writing that seems stilted – that’s only because I wrote the story some time ago. I only just found it again, buried in a pile of old stuff. As usual, your feedback is welcome. Enjoy! – defiant^1) ***** With one th...

Louise's Devotion Ch. 01

by Hisscarlett on Sep 13, 2017
BDSM

Louise gave a small, inward sigh of contentment as she knelt before her Master. She was naked and kneeling in His preferred formal kneel. Quickly she ran a quick mental check of her position to ensure that she was positioned perfectly. Her thighs were parted to show Him what was His and her hands were laying, palm upwards, on her spread thighs. Her head was...

Don't Mess with Jackie

by obiwun23 on Jun 1, 2020
BDSM

Audrey Wilson was a Teacher at Marshall High School. It was her last day. She had Gotten a new Job overseas. The Young 28 year old Teacher couldn't wait. Living overseas was always a dream of hers. She only had one Class left for the day. The bell rang and the students started walking in. Audrey had like every student she had except one. Her Name Was Jacki...

Because There's a First Time...

by alsgal on Oct 15, 2017
First Time

Because There's a First Time for Everything The sun shone bright as Kay stepped from the car and rummaged through her handbag for her keys, cursing their non-existence. "Lost something?" asked Dave, who was climbing down from his ladder and wringing out his chamois leather. "Can't find my keys anywhere," Kay grumbled, not looking up as the window cleaner...

80-year-old Neighbor Ch. 03

by shoguy on Sep 19, 2017
Mature

Endowed 80 year old Neighbor and newlywed bride Part 3 As we walked to the bar holding hands I looked in the mirror and groaned in disbelief from seeing his massive cock bounce angrily from knee to knee. As it thumped from side to side like a giant tree-trunk, my high heels clicked in a lustful rhythm that mixed almost sinfully with his thumping cock. I...

Maidservant and Her Mistress Pt. 02

by floor7314 on Oct 7, 2019
Fetish

That day was also a very cold day like yesterday. It was a special day for two reasons. First of all, the maid was supposed to meet her Mistresses today, and secondly it was Mistress Isabelle's birthday. The maid decided to stay in her cramped apartment and not go anywhere. She was looking forward to the phone from her Mistress inviting her to work at her h...