High Heels Training Stories

211,551 results
Orientation
Length
Source
Infinite Scroll

Pussy Motors Ch. 04

by bigdaddysmooth on Sep 16, 2017
Novels and Novellas

The car service pulled up to the car dealership and Jenna thanked the driver as she stepped out of the car. She thought about giving the driver a special tip, since it had been almost an hour since she was last fucked and she was horny again. Her mind wandered back to the time during a vacation when she gave the cab driver a sloppy blowjob because she didn't...

So You Want to be a Bimbo - Week 01

by modernromeo24 on Jul 6, 2020
Fetish

Introduction So you've decided to take your first step to become the best version of yourself. No, this isn't a self-help book. It's more of a guide to your own sexual awakening. If you follow these steps, you will feel happier and more confident. And, of course, you will be turning heads when you walk down the street. Being a bimbo is not just changing ho...

Magic Dress - Emily Pt. 01

by SlightlyRude on Jul 10, 2019
Transgender & Crossdressers

I was angry otherwise I would never have disobeyed my husband Rob (Robert or Rob, never Bob). Not that he beat or dominated me, just that he called the shots, and particularly liked me to look nice for him. I was quite a big girl, by which I mean taller than average and with a wider back than many women. Thus although my boobs were a respectable B cup they...

My Exhibitionist Instructor

by sandlotkid on Sep 13, 2017
Loving Wives

I was excited to hear the news that my manager was sending me to a weeklong training session. Currently I don't travel often for business, so I always enjoy the few trips that come my way. I've already realized that frequently, the city one visits on a business trip doesn't really matter too much - often there's not enough free time to get out of the hotel a...

Training Jill

by skinnysailor on Sep 16, 2017
BDSM

There are three groups who sign the contract. 1) Ones that want to make lots of money quickly. They want to get school tuition, buy a house, or start a business. They usually only serve for one term then take their pay and move on. 2) Addictive personalities. They want to escape drugs, gambling or alcohol. Service becomes their addiction. They often renew...

From Intern to Sex Slave

by HandcuffGirl on Sep 19, 2017
BDSM

Authoress's notes: For those of you who've read my Imperial Prostitute & Jedi Submissive series, this story will seem a bit familiar, as I was looking at a non-Star Wars version of that story line. For everyone else, please read and enjoy all of my stories, and please leave me feedback, public or via email. * Trish Ivory strode confidently into the off...

Jedi Submissive Ta'tan'ia II Ch. 04

by HandcuffGirl on Sep 16, 2017
Celebrities & Fan Fiction

Jedi Submissive Ta'tan'ia II "Yeah," Ta'tan'ia answered after taking another deep breath. "And she wants me to move into DP's apartment, so I can't train or spend time with everyone." "Kriffin Nerve Burner," Kani responded. Then she turned her head to look directly at Ta'tan'ia. "You aren't going to do it, are you?" she asked. Ta'tan'ia sighed again. "I d...

Bait and Switch

by ChristopherDB on Sep 13, 2017
BDSM

Copyright 2010 Christopher D. B. Lana's was packed tonight. A large club that sometimes hosted nationally known bands, Jake had been concerned that despite a strong following, his band wouldn't be able to fill the place. He was also pleased at the number of hot ladies on the dance floor, dressed to impress showing lots of cleavage, and legs nicely displayed...

The Prostate Exam Pt. 07

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

Please do not read on unless extreme sissification and forced gay and bi scenes, watersports and cum eating, really flick your switches. I don't want to offend anyone so thought this comment might help. ***** It'd all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by pushing bac...

Welcome Home My Master

by MastersPrizedPossession on Sep 26, 2017
BDSM

Friday afternoon had me showing up at the airport, looking like a very expensive call girl. Heavy makeup, blonde hair long and flowing as he likes, short black skirt, white button up blouse, slightly too unbuttoned, my red and black half bra easily seen, my pierced nipples even easier to be seen through the white material. Black fishnet thigh highs and some...