High Heels Training Stories

211,551 results
Orientation
Length
Source
Infinite Scroll

For the Whored Ch. 017

by Thatawfulwowporno on Sep 12, 2017
Sci-Fi & Fantasy

"If you don't stop treating me like I'm fragile, I will break every goddamned bone in your body." Elunara muttered. "I take it you are feeling better?" Grogek grinned at Elunara as he continued shaving. "Your dick." She reached out. "I want it now." "Definitely feeling better." He wiped his face off. He leaned down to kiss her and she grabbed his pants...

Billionaire and the Sisters Ch. 29

by SteveWallace on Sep 25, 2017
Group Sex

A note to readers: This is a long story that unfolds chapter by chapter through the eyes of two protagonists – Mark and Elsa, and as in many of my other stories involves a growing spate of horny characters. Every ten chapters or so I will provide a short summary at the start of that episode to bring new readers up to date (see start of Ch. 30). This story c...

Intern's Adventure Ch. 02

by dungeonguy59 on Sep 14, 2017
BDSM

After the tiny cage's door slid shut, Sarah futilely twisted, desperately looking for a way to get free of this contraption. Shivering as her surroundings cooled in the night air, Sarah tried to curl into a ball in the cage, listening to the soft moans of the other captive girls and the rattles of her own chains. Realizing she could not find any way to escap...

Embracing Our Truths Ch. 06

by Canchon on Mar 10, 2020
BDSM

Hey Everyone! I'm continuing the story of Joe and Alex here, sorry for the long wait, but I've been busy with another story I have in the works. Once again, all characters engaging in sexual acts are over the age of 18. ************** It had been a few weeks after our last intense date, and I was feeling a bit more adventurous. I decided that reading BDS...

Loser Goes Down

by FountainPen26 on Dec 3, 2019
Erotic Couplings

This is the fifth and final story of this series. I hope you all enjoyed them. ************************** As I stood in line at the Coliseum gym waiting for my turn to do pushups, I looked at my watch. It was 6:15 in the morning; way too early to be awake. A few days earlier, the ISAF HQ Sergeant Major had sent out an email to all U.S. personnel on ISAF of...

Payback Pt. 03

by Firefly1z on Jul 18, 2018
Anal

Categories: Oral, anal, Group, Love. 23. Showered, dressed and fed, I left around nine am and headed home arriving in forty minutes. I did the usual security checks and parked in the garage and found the girls in the lounge. Maddy jumped up and ran to give me a big hug and kiss. "How did it go?" She asked, two questions in one, the sneaky minx. "Pretty g...

Sissy Masochist

by _pdy_ on Sep 24, 2019
Transgender & Crossdressers

I'm writing this because, personally, I really enjoy writing about my sexual desires and turn ons. I find it very taboo to express these secret thoughts for strangers on the internet to see, and to be completely honest, I have a massive hard on as I write this. Well, not massive, quite the opposite actually, but you get the point. Reflecting on my previous...

Auction Ch. 02

by DommeFem on Sep 14, 2017
BDSM

The car rolled through the city streets, turn after turn, and quickly you realize that you don't know where you are or how long you've been driving. The car turns into a driveway, you hear the crunch of the tires on gravel, and comes gently to a stop. The door opens and you sit patiently as I get out first. You gingerly step out, very aware of the bustier...

Princess Jazmin Ch. 03

by subboy129 on Sep 14, 2017
Fetish

After a few hours, Princess Jazmin returns. I am indeed soaked in my own cum and by this time I am shooting blanks and the entire process has become quite painful. She comes into the bedroom where I'm bound, and unplugs the vibrator. She laughs at me while saying "God you are pathetic. I hope you enjoyed all those orgasms, they will be your last." I instantl...

Excessive Sex Drive

by lazydayerrotic on Sep 17, 2017
Exhibitionist & Voyeur

As I pressed the accelerator pedal of the Range Rover, pushing it far beyond the legal speed limit, I watched in the rear view mirror as the prostitute squirmed and giggled in my husband's lap; his penis thickening and pressing against her buttocks through the fabric of her tight leopard print dress. I watched as he pulled her dress up around her hips, pushi...