High Heels Training Stories

211,551 results
Orientation
Length
Source
Infinite Scroll

Lucian Ch. 07

by angiquesophie on Sep 14, 2017
Transsexuals & Crossdressers

A tremor crawled up his leg. It made his knees tremble before it disappeared under the flaring hem of his dress where it touched his bare cheek and danced up his spine - to choke his throat. "It's okay," a girl's voice whispered. *** October found its way to Norton's Academy of Excellence. It colored the leaves of the ancient trees before autumn wind...

Sons and Lovers

by cadeauxxx on Sep 14, 2017
Celebrities & Fan Fiction

Author's Note: This story is completely fictional and did not happen. All characters and names are fictional and were made up. This story originally began back around late summer 2015 and was planned to be posted around early September in celebration of Salma's 49th birthday. After months of not touching it and forgetting about it, sometime last summer I be...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Candice Loves Mickie's Fat Ass Ch. 02

by MTL17 on Sep 17, 2017
Celebrities & Fan Fiction

Mickie James was walking through the arena to RAW's house show while feeling extremely nervous. She'd been extremely nervous on her first RAW, but this was different. Back then she had been worried about meeting her idol and making a first impression. Now she had a first impression, kicking Victoria's ass and then getting her own ass fucked by Candice Michel...

My Life As A Financial Advisor Ch. 4

by BikerRob on Sep 17, 2017
Loving Wives

Chapter 4: The Trip I didn’t know what to expect as I headed into Dave’s office. Dave had called me the day before and told me it was extremely important that he meet with me as soon as possible. As my manager, Dave often held meetings with me, but they were always casual and never a top priority. Dave greeted me as I entered the office and motioned to a s...

Orbital Academy 03

by Maddirose on Sep 14, 2017
Sci-Fi & Fantasy

(edited by the near-clairvoyant DeReve) -------------------------------------------- Thanks to everyone who has commented and voted on previous Orbital Academy chapters! Did you love this story? Hate it? Could it improve? Please let me know in the comments, or via the CONTACT tab on my profile. -------------------------------------------- "Four minutes...

Tempting Tracks

by jamisonh213 on Sep 13, 2017
Romance

It was going to be a long week. My company decided that I needed to spend almost a week in Chicago for additional training. The last time I had made the trip from Philly to Chicago the return trip almost ended in disaster. We had just taken off from O'Hare at about 8 pm and as the plane was climbing we lost altitude. Not just a little but a lot. I looked at...

The Founding of a Sorority Ch. 03

by sororitymaster on Dec 10, 2017
Erotic Couplings

O-Week destroyed my dreams of creating a sorority. And reshaped them into something more concrete. How do you found a sorority? What is one in the first place? Luckily, all the new dresses, skirts and blouses at school added as much motivation as distractions. Every day I spent watching beautiful Florida teenagers wandering around campus in low cut tops a...

For the Whored: Stormwind Ch. 50

by Thatawfulwowporno on Sep 26, 2017
Sci-Fi & Fantasy

Grogek lay in bed, staring at the ceiling. "You know, you're being very naughty." Elunara climbed on top of him. "You have to let a girl know if you like her or not." "That's the problem. I'm rather conflicted." She propped her elbows on his chest. "Is that so?" "I pulled a you. I saw someone in need, and I jumped in to save them." He sighed. "I don't...

Black is Better

by Donnaz on Sep 13, 2017
Interracial Love

My cuckolding story began when fate pushed a coworker and me together on a a company-sponsored training program. Those first few days together led to an extramarital relationship that lasted a couple years. It is a story of interracial sex and infidelity unlike any story I have seen on any internet site. I think it might be of interest to women in marriages...