High Heel Stories

187,100 results
Orientation
Length
Source
Infinite Scroll

Teasing Gets You Everything Ch. 01

by notaboo1 on Jan 1, 2018
Erotic Couplings

"Hi, Mark!" you exclaim as you slip through the crowd of coworkers to greet me with a warm hug. You stand high on your tip toes and throw your arms over my shoulders while I bend over slightly to meet you half way. You're much shorter than I am but for some reason you always choose to hug in this manner, with your arms on top. But I don't complain. Honestly,...

And So to Bed

by mshsrfc on Aug 18, 2017
Fetish

The Original. Dear Sir.--The year 1886. The scene, a fashionable drawing-room. The time, 9 p.m. A tall, graceful woman, and a pretty girl of 18 or 19, are reading the latest fashion news. Looking at the clock. The elder of the two says, "Come, dear; It is time to dress for bed." One readily imagines the outburst of merriment with which the modern flapper...

Daddy's Surprise

by babygirl50 on Sep 16, 2017
Fetish

I pick her up about an hour before you get home from work. Making sure she is ready, hair, make-up and dressed for you. I paint her nails the color you like, deep red wine. Then, dressing her in a pair of 6" heels, bra and white cotton panties. She lays on the bed and waits. I return to the living room, watching out the window, waiting to see you pull in th...

Naughty Teen & Fiances Grandfather Ch. 04

by shoguy on Sep 25, 2017
Mature

Please read my "Naughty High Class Mom" pt.1 & pt.2 and "Hot Girl Leaves The Trailer Park" series. My fiancés grandfather began kissing his way up each of my thigh high stockings, over the elastic tops to the sides of my long distended fuck lips. He continued teasing me with his mouth and tongue for over an hour as he remarked about my sexy long...

The Intern Ch. 04

by FrostShard on Mar 6, 2018
BDSM

The day after Mengxia had me listen in to her having sex with her boyfriend, I went back into work with some trepidation. Aroused from my three weeks denied orgasm, humiliated by the events of the previous evening and nervous about my meeting with Mengxia that evening, I could barely focus on work, and it seemed to take ages for 5 pm to roll around. At last...

A Christmas Fetish Pt. 02

by jdnybk on Sep 13, 2017
Fetish

Well, not that it needs to be said, but things were getting very interesting that day in 1976. In A Christmas Fetish, I believe I left off where Kelly was straddling my mom in the den recliner, and I was beginning to lick the soles of her bare feet. I had just begun sucking Kelly's big toe, when the unthinkable happened. "NO! Stop!" The next thing I knew, Ke...

Caught On Camera

by stryker53 on Aug 18, 2017
Fetish

DR. Jean Marlin was a sex therapist. She had a big house and lived alone. Always busy working; the DR hired a cleaning agency to do her housework. They assigned an older gentleman who she met at their office while signing the paperwork. He was black in his late 40's. He seems to have been there a while so the DR had no reservations in giving the agency the c...

BluBalls for Kitty's BootBoy Ch. 06

by KittyZateez on Apr 3, 2018
Fetish

I had just finished teasing my new BootBoy in my white outfit, complete with the shiny white spike heeled boots I was wearing when I met him. I knew he had been dying to worship those boots from the moment he laid his eyes on them, and it must have been torture on him as we dated several times and talked about how much he loved all the sexy thigh high boots...

Sinful Degrees of Separation Pt. 08

by shoguy on Sep 26, 2017
Mature

In this chapter Hailey's seventy year old father is a magnet for sexy teens. NERDY TEEN: SCHOOL BOOKWORM Kate was the girl who told, Clare the story of her friends Crystal and Heather fucking her father. If anyone had told Hailey or her cheerleader friends that Kate had fucked her father they all would have thought it was a joke and would have laughed in...

The Research Facility Pt. 03

by LegMan2627 on Nov 19, 2018
BDSM

Still day 1. When Frank woke up The first thing he felt was pain in his head as if he had been knocked out. His head was dizzy and he tried to remember what happened. He seemed to be laying on a hard surface of some kind. He looked around and he appeared to be in a medium sized room. The walls were covered in red padding not just the walls but the door too....