Sissy Machine Stories

1,000 results
Orientation
Length
Category
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Infinite Scroll

A Sissy Saga Ch. 07

by Snurge on Sep 15, 2017
Novels and Novellas

The following morning Sammy was in Mrs Pardoe's class sewing a plain white collar onto a skimpy black dress. It was a compulsory project. During their first term all sissies had to produce their own parlour maid outfit, and it had to be done by hand because Mrs Pardoe claimed exclusive use of the only sewing-machine in the house. Sewing was one thing he hate...

Sissy Joanne Parr Fantasy Fucking Ch. 01

by Sissy Adele Howells on Aug 18, 2017
Fetish

Joanne Parr was 26 years of age. She had an obsession with the Barbie doll . She wanted to look like Barbie, as well as dress like her. One day in the office, I was so jealous of her. How dare she wear pretty dresses, when they would look much better on me. I want to be the new Joanne Parr, but I needed help to allow my kinky fantasy to take place. Georgina...

Kinky Adele Mummy Fucker

by Sissy Adele Howells on Sep 17, 2017
Fetish

Being in love with a married women is so rewarding. Wet dreams about Adele Howells is one of the rewarding pleasures left in life. When this fantasy became true, a warm and satisfying glow engulfed my body. Her husband Tony was not aware, that is sexy wife was texting me, as we chatted at the same table, in the local cafe. I hope by describing Adele to you...

Sissy Shopping

by Candour on Sep 25, 2017
BDSM

My first story, finally edited and tidied up. I hope you enjoy it, I enjoyed writing it. --------- You were standing in your local department store in the make up section, looking for foundation. Not too sure what you are doing, and must have looked a little lost as one of the sales girls came up quietly behind you. She was a delightfully pretty 18 year ol...

Sissy Jessica Kinky Office Shagging

by Sissy Adele Howells on Aug 18, 2017
Fetish

Hi to all you kinky readers out there. I have been transported into a fantasy world, which resembles the office, in which I work. The women, that I fantasise about every working day, are about to reek humiliation on me for my past behaviour. Tied to a chair naked in a small box room, is not a comfortable way of spending your time over the early part of a col...

Sissy Blane's Liquid Assets

by EvelynT on Sep 14, 2017
Fetish

ONE The Plumrose Dossier I became familiar with the Plumrose Dossier one cool February morning when it was read to me in the private rooms of Madam Harding at the Clinic. I'd arrived that morning for my weekly 'therapy' and had only enough time to hang up my outer clothes in the Sissies' cloakroom and don my Eva Gabor wig before a facilitator poked her he...

Three Old Tarts and a Sissy

by Sissy Adele Howells on Oct 13, 2017
Fetish

At 50 years old, I have started to have kinky thoughts about older women. This fantasy that I am about to narrate to you concerns three neighbours of mine. Between them their ages total 200 years. They have found out that I'm a kinky sissy, but this seems to make them crave for more sexual activity. The eldest of the three Joan Harries, encourages the other...

Sissy and Missy

by ChristopherDB on Feb 12, 2019
BDSM

Copyright 2019 Christopher D.B. * The central vacuum system made barely a sound as I made my way through the apartment. It was spacious and occupied the entire third floor. Although fully furnished and containing some of Countess Tori's personal items, she only stayed here a few nights a week. My feet were hurting, as the toe box on my pumps fit a little...

Cyber Sissy Ch. 05

by missvicky53 on Sep 25, 2017
Fetish

A fantasy by Miss Vicky Part 5 (The Last One) The rest of the evening passed with the two of us cuddling on the couch, each with a glass of wine. Megan had changed into a black floor length nightgown with a lace inset running diagonally across the front. This meant that with each movement of her body, I would catch a glimpse of various parts of her body. T...

A Sissy Saga Ch. 20

by Snurge on Sep 15, 2017
Novels and Novellas

Mrs Boroclough lived alone, but her house was the biggest in Peasmarsh. It had tall windows with ornate guards, and a polished copper plate fixed on the wrought-iron gate engraved with her name - as if everyone for fifty miles around didn't know who she was. It was far too big for a widow-woman who's children had grown-up and departed, but she insisted that...