Thigh High Boots Stories

231,842 results
Orientation
Length
Source
Infinite Scroll

Goddess Helena's Wealthy slave

by cigarashslave on Aug 31, 2017
Fetish

I wake up after six long hours of restlessly rolling around and sleeping on the carpeted floor all the while you sleep so sweetly and soundly in a Queen sized bed that's big enough to hold at least four people. I don't dare wake you yet as I remember the list you have given me with chores to do before waking you. Six hours earlier as I'm kneeling on the fl...

Me and Georgina Pt. 03

by rockycoveboy on May 22, 2019
Mature

I had learned a lot about Georgina Lent since I had met her, and become her mentor. She was 51, dyed blonde hair and attractive, with a good body, and she didn't mind showing it off, if I was instructing her to do so. She was happy that a young man of nearly 20, had taken the time and trouble to become her friend and possible lover, and she had more or less...

Sexual Adventures

by fantasyfulfiller on Sep 16, 2017
Loving Wives

Being an adult is much more frustrating than I dreamed it would be. There never seems to be enough time in the day to do everything I need to do, much less anything I want to do. Work, kids, chores and errands eat away at my day leaving little time for romance or even just a good fuck. I'm lucky enough to share the burdens of my life with my amazing husban...

The Locker Pt. 07

by ChangeYourPassword on Mar 16, 2020
Fetish

Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story and the fetishes involved, great. If not, please forget the whole thing. Read Chapters 1 -6, first...

A Complete Session with Her

by intofdom on Sep 12, 2017
BDSM

I have made this an interactive story because every reader has the capability to imagine his or her version of the fine details. So I have left some intimate parts for you to imagine. Hope you enjoy the new experience. *** Completely Naked with only leather cuffs on ankles and wrists. A tight collar choked around your neck. You wait with eyes focused on t...

Slut - The Model Returns Pt. 05

by NeilMc123 on Sep 12, 2018
Exhibitionist & Voyeur

Neil and I chatted extensively on the drive home, about old times and some of the things they did to me and some of the things I did to him, his brothers and some members of their camera club. It was reminiscing talk among old friends but the subject matter was very sexual. Before you knew it we were pulling into my driveway, with Neil wearing a huge naughty...

My First Feminization Pt. 01

by npbear on May 2, 2018
BDSM

Today is the day. The day I finally find out what my gift is, what I've been earning for the last 3 months. She assures me I will thank Her. That would be more comforting if She hadn't tacked "At least, by the end" to the end of Her thought. She has never been wrong before, however much I have feared or longed for a new activity, She has always chosen wisely...

Mary Christmas & Father Christmas

by mummys dirty angel on Sep 13, 2017
Erotic Couplings

I walked out into the frosty air and made my way home through the early evening shoppers. Their faces looked tired and weary, some even looked angry and frustrated. They all looked like they had been on their feet all day, searching for presents that are on every child's wish list and the toy you need to buy eight weeks before Christmas and not seven days be...

The King and I Ch. 01

by fabfables on Sep 16, 2017
Transsexuals & Crossdressers

This is the first part of a multi-part story. It sets the scene for the rest of the action. I woke up to a blow job. It was still dark and I couldn't see who it was but I was too exhausted to care. I lay back and let whoever it was swallow my rapidly growing cock, sucking me in as I hardened. Whoever it was certainly knew what they were doing and it wasn't...

Pinky - Bowing Out

by mshsrfc on Sep 16, 2017
Fetish

Pinky checked everything was laid out on the dining table in the correct order, getting dressed was going to be hard enough without struggling to find any parts of the outfit. Her boyfriend Jerry, correction, her Master (she would really have to get used to thinking of him as such) was relaxing in an armchair with a little smile on face. The reason he was s...