Thighboots Stories

14 results
Orientation
Length
Source
Infinite Scroll

Crossdresser Gets Found Out

by leathertanya on Sep 16, 2017
Transsexuals & Crossdressers

This story is fiction and is written for my pleasure and any comments or suggestions that anyone would like to make. Any suggestions to the address in my profile. I adore the feel of leather, rubber, pvc and anything silky so it was no surprise to me that at an early age I liked the feel of certain female clothing. I am a perfectly straight male but my fant...

Sersi Returns

by jerryattrick1 on Sep 20, 2020
Fantasy

The honking of car horns and constant construction created a symphony of urban chaos every afternoon right outside of Sam Holden's New York City apartment. The lower east side had changed a lot from the decrepit slums Sam grew up in, but things like the sounds remained unchanged. Over the many years, Sam let the apartment go into dis-array having had it pass...

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Contentment at Last

by Sissyelaine on Nov 26, 2017
Transsexuals & Crossdressers

At school I was hopeless in class but excelled in all sports and in art. I left school as soon as I could and much to the amusement of my friends and family, I started a hairdressing apprenticeship in Mayfair, London. I worked hard and became very much in demand but to the outside world I played all the manly sports and chatted to all the girls maintaining m...

The Educating of Joan

by likesuede on Oct 6, 2020
Fetish

The educating of Joan - an older woman I picked Joan up at a party of a mutual friend. I first saw her from a distance talking to another older woman. She was wearing knee length flat heeled boots with rounded toes and a zip that went centrally up the back of the boot. The boots looked well worn, classy expensive, a one inch heel and at the top of the boot...

The Hen Night

by Georgie27 on Sep 16, 2017
Interracial Love

My wife was going out on her best friends hen night. She had chosen to go as a schoolgirl. I am sure if any headmaster saw my wife in her uniform, he would have had a heart attack. When she came downstairs, she looked stunning. She was wearing a tartan mini skirt which was little more than a belt. Her white, virtually see through blouse was a couple of siz...

Two Cocks for Lynne Ch. 02

by LEATBT on Sep 19, 2017
Loving Wives

Thanks to everyone who sent positive feed back, it has inspired me to continue with this story! If you didn't enjoy the first episode, don't bother reading any further. This is posted in Loving Wives because it's about a wife who likes being fucked. If that's not your bag, read something else, or write something else, don't tell me (you know who you are, ano...

Falcon and Domino Ch. 04

by Willow_Creek on Sep 14, 2017
BDSM

Dirk Peterson gazed out of the restaurant window at the city bathing in the late summer sun. Some of the trees had already started to turn color, signifying that the warm weather would soon end. He felt that the last two months had passed quickly - mainly due to his involvement with Sadie Newman, who had made him happier than he had ever been before. He desp...

Copping Off

by Vertex on Sep 16, 2017
Transsexuals & Crossdressers

So I got up this morning, put and had a nice long bath with my razor to make sure I was all smooth. Sprayed on some dkny red delicious and put on my full length black satin house gown which sensuously strokes my smooth skin as I move and makes a nice rustling noise as it does so. Of course, this made me feel so horny and got my girl clit achingly hard but I...

Booted Encounter

by trasaro on Sep 2, 2017
Fetish

Peter was dozing on the London bound train. It was 8.30 on Friday evening. He had had a busy week's work, and as he had nothing planned for the weekend, he had decided at the last minute to head into London in search of some fun. Aged 25, tall, good-looking with shortish, dark hair, he had little problem in pulling girls when he had the mind for it, but ha...

The Bracelet Ch. 02

by Helen2007 on Sep 17, 2017
BDSM

Chapter 2: Whip of Fire -- Fire and Ice! Tears still filled the youths eyes and his face was still wet as he sobbed pitifully now, shaking his head in some distress as if he hoped to be able to just will his pain away. Although he'd turned 18 he looked to be about 15 or 16 years, blond, tall and, very long-legged He stood in a corner of the room now, dr...