Shoejob Stories

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St. Herma School

by sofly on May 23, 2015
Fetish

A new home and a new school. Being the quiet, anti-social person that you are, your parents were fed up with you staying in your room all night and not socialising. They gave you chances but along with you not making any friends, your grades also dropped. That was the final straw. They were sending you away to live away at a private school called St. Herma,...

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A Match Maid in Heaven Pt. 03

by JohnnyRottencrotch on Mar 14, 2018
NonHuman

A special thank you to Literotica author grgy56. His two part story "My (Im)perfect Mate" (2013) kept drumming up different storylines and scenarios in my head over the last four or five years. After talking with him, he allowed me permission to build on and modify his original story. I've changed some of the circumstances and resolutions to the story, as we...

My Fetish Made Me a Cuckold Ch. 01

by sneakerman on Sep 16, 2017
Fetish

No one in this story is under the age of 18. ***** All of my life I have had a fetish for women wearing sneakers. Instead of fighting it I have chosen to embrace it. The other day at work a new girl started in the office. There is no formal dress code so people dress business casual for the most part. The new girl showed up in a pair of jeans, polo shirt a...

A Sissy's Day of Fun

by sayaSky on Mar 10, 2020
Transgender & Crossdressers

Part 1 It was summer break, so I was visiting home after my first year of college. My parents were going to be gone for the next few days visiting old friends. Being by myself, I went online to a hookup app and searched for a match. In my ad, along with a picture of my ass in a thong, I said I'm a young male looking to get fucked by a top. It only took fift...

The Man Who Fucked His Way Across... Ch. 01

by Hugopossetposset on Sep 2, 2017
Fetish

The Man Who Fucked His Way across Chelsea and Back Again Ch. 01 One day I became Hugo Posset. How, I can't tell you, but that doesn't matter. I became Hugo Posset, a well respected London art gallery owner, good looking, a mere 22 years of age with a big cock. Before I was Hugo, I was an East End barrow boy, with a penchant for posh girls and an insatiable...

The Man Who Fucked His Way Across... Ch. 02

by Hugopossetposset on Sep 2, 2017
Fetish

The Man Who Fucked His Way across Chelsea and Back Again - Part 2 INTERVIEW I was invited to see the head designer, Liza Blow at Vagina Shoes after a successful phone call. I forwarded some of my friend's best sketches by email and she phoned me back a few weeks later. Jefferson, who let me borrow one of his portfolios, was a Cordwainer's graduate and spec...