High Heels Training Stories

211,551 results
Orientation
Length
Source
Infinite Scroll

The Willing Cuckold Ch. 02

by Mr Robert on Sep 19, 2017
Loving Wives

I couldn't take my eyes off her as I followed her up the stairs to our bedroom. Her beautiful bottom was just inches from my face as I watched it sway sexily beneath the tight silky fabric of her skirt. My arm was outstretched as she held my hand, almost pulling me behind her. As soon as we entered the bedroom she turned around and gave me a long sexy kiss...

Innocence Isn't Always Enough Ch. 01

by Candour on Sep 16, 2017
Sci-Fi & Fantasy

As I left the court room I didn't know how to feel. Escaping the death penalty was certainly a positive side to the day, but the alternative given by the judge wasn't exactly a walk in the park. Especially as I hadn't done anything wrong, but the girl who had accused me had done an amazing job of lying through her teeth to the jury and now my innocence was a...

A Visit to the North Ch. 04

by MadQuill on Sep 15, 2017
Transsexuals & Crossdressers

This is a mystery story of Annabelle's life and the changes she encounters. The characters are all fictional. Please read the earlier parts. Please leave your comments. ***** When I was awaken by Suzanne, I was on my tummy and her first action was to grasp the plug and twist it within me. I was still captured by it. I had a feeling she knew of my night and...

Red Swallow Ch. 08

by BJGoodhead on May 18, 2020
Transgender & Crossdressers

After completing "The Diary of Jewel Delacroix" I was approached via E-mail by Rachael Ricci Swede and asked if I would consider writing a story idea she had. After a few emails I was intrigued by her idea and agreed to write it. Beginning with Chapter 5 our collaboration had move from me writing the story based on plot points and ideas into a full writing...

A Wife Transformed Pt. 06

by adler666 on Sep 24, 2019
Erotic Couplings

Part VI -- Month 3: Sheila Hits her Stride -- Final Changes and Exploring being a Top and Bottom ************* 6th Part of a multi-part story of how a wife in just nine months comes out of her cocoon to be become a sexual dynamo. This section is the first where Sheila has pretty much finished most, but not all her physical changes, and now begins to ex...

Mirror Training

by Revanto on Jul 14, 2020
Audio

* * * * * Click Here to listen: .mp3 format or .ogg format. (12 min/mp3) * * * * * Look at yourself in the mirror. The posture collar and blinders should make it difficult to look anywhere else. I don't want you trying to look away, even for a second. Drink in the sight of your beautiful, bound body. Don't you think you look cute tied naked to a chair?...

Sissy's First Day

by whispy_sub on Sep 13, 2017
Transsexuals & Crossdressers

Sissy let out a disheartened groan as he closed the classroom door. He looked down despondently at the discipline demerit clutched in his gloved hand, "It's my first day and already I screw something up; I can't believe this." It was only his fourth hour here at the Academy, and already he recieved a demerit. He wasn't quite regretting his decision to enrol...

Hotel Treat Ch. 01

by SinbadD8192 on Sep 15, 2017
Loving Wives

I am sat back in my hotel room, my heart racing as the adrenalin runs through my body while I try and run through what the 'surprise' is in store for me. Earlier that day I was at work when I received a mysterious note in the post telling my that as a special treat one of my dreams was going to come true and that I would have my wife to thank afterwards. I h...

Devilbliss Ch. 01

by xlilkittenx on Sep 14, 2017
BDSM

"Dev? Dev?" She walked quickly along the hallway, looking in each room. "Devilbliss where the hell are you?" "I'm here!" the voice came from a room at the end of the hall. "Devil, we're gonna be late," she shouted as she marched towards the room and stepped inside. "For god sake take a chill pill, it don't start til 8!" Devilbliss was lying naked in her b...

Journey of Submission

by msterrilynn on Sep 12, 2017
BDSM

Chapter 1: Phone Call The phone rang as she came in the door with her hands full of groceries. Amelia set them down and reached for the phone. "Hello?" she said. "You have been accepted into The Academy. A packet will soon arrive with instructions on how to proceed", a voice said. Amelia collapsed into a nearby chair and slowly smiled. She has been accepted...