High Heels Training Stories

211,551 results
Orientation
Length
Source
Infinite Scroll

The Natural Slave Ch. 05

by MasterKGray on Jun 8, 2020
BDSM

Chapter 5 - Slave Training: Day 3 Morning found Tawny unbound again after three nights of passing out completely bound; she could not remember someone unchaining her. She stretched out and tried to work out the kinks in her muscles and joints. The last two days of intense bondage had a stiffening effect on her body. Not that she was complaining, just observ...

Harsh Punishment

by Linda_BB on Feb 26, 2019
BDSM

All characters in this story are eighteen or over. This story is written as a task given to me by my long distance master, as I was to be punished for being naughty, he asked me to write a fantasy in which I was punished by him. I have been authorized by him to publish it here on this site and I hope you will like it. This is my first story on this site, s...

Nancy Collins, Miss World Bikini

by railroadlady on Sep 13, 2017
Group Sex

The story of lovely young Nancy Collins who found a way to live her fantasy. I was twelve years old when my mother decided that it was time for her to give me 'the talk'. She had good reason. It all happened one sunny summer afternoon when my friend and next door neighbor Billy, who was also twelve, was over at my house. We were playing a game of hearts. I...

Island Discipline Ch. 21

by Cyberdiva68 on Sep 14, 2017
BDSM

Sue reluctantly sat down beside him & they watched on the monitors as Kristy sat on her bed, sipping her shake. The final corset really did accentuate her curves beautifully and the deep golden tone of her skin & sun bleached hair contrasted beautifully with the black leather. The clarity of the monitors was such that her rouged aureoles & pussy lips were cl...

Bells at the Ball Story 01

by Lucien_Grey on Sep 14, 2017
BDSM

The bells ring and the crowd cheers. The bells ring and Mistress is disappointed. A fine, silk blindfold covered my eyes. A ruffle of big skirts under big dresses, the click of heels on the marble floor and the whipping of capes against men's backs are all I hear. The smell of sex, sweat and champagne fills my nostrils. The bells mustn't move. I mustn't m...

Reinforcement

by skinnysailor on Jun 19, 2018
BDSM

I feel so elegant and sophisticated. My red hair has just been styled. I'm wearing my sexy spiked heels with the rhinestones that bring me up to five foot four. My shoulder-less red velvet gown is hugging my trim body to just above my knees where it flares out so dramatically to my ankles. My diamond necklace, pendulum earrings and two diamond bracelets, one...

Sara Jane Submits Ch. 04

by Subone1 on Mar 2, 2020
Fetish

I felt a little bad about deceiving Sara Jane like I did. She had mentioned once how she really did not like her colleague, Marie. For me to team up with Marie and use Sara Jane like we did was pretty wicked, even for me! But knowing Sara, deep down, she probably loved being used by that big, black, cock in the back of an Uber! As Sara Jane stood in my foye...

Behavior Modification Institute Ch. 06

by NancyPan on Sep 12, 2017
Fetish

Ms. Panington screamed and pushed me from her lap. The arousal monitor alarm was blaring. Ms. Jensen leaped to her feet and ran to Ms. Panington's side. Upon seeing the mess, she shouted, "Naughty sissy! Didn't you hear the alarm?" I lay on the floor ashamed and humiliated. I had heard the alarm begin to sound, but I so much wanted to cum I had thrust my co...

Curiosity Captured the Cheerleader

by Sarahcheer on Sep 17, 2017
BDSM

Sarah was sitting in her apartment, surfing the web and reading a book. She wasn't looking for much, just a friendly story site or picture trading club where she could sit and admire the strange new world of bondage she had discovered. She had crafted herself a new screen name on yahoo which she thought was clever, sarahpony2005. As she sat there surfing, a...

Experiment 239 Ch. 06

by AmethystMelange on Dec 4, 2017
BDSM

Acceptance. Peace. Fulfillment. Pleasure. A month ago, Elaida would never have known that that was what she would feel as her lips slid up and down the cock in the Endurance Room, in perfect unison with the green line. An hour of 100% accuracy was now required to complete the stage, the time requirement having been gradually increased from the 30 minutes r...