Sissy Gym Stories

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Infinite Scroll

Sissy at the Gym

on Apr 29, 2025

I woke up to a beautiful winters morning, i get out of my snug bed at 7am and open my blinds to a frosty dark outside. As I look out on my street I see a random man walking past look into my window and begin to laugh I look at him curiously and wonder why he laughing.What's next? Oh no Add a new chapter...

A Sissy Saga Ch. 08

by Snurge on Sep 15, 2017
Novels and Novellas

In the gymnasium a practise was in progress. "One, and two, and three and four," Hardwick's voice brayed above the tinny jink, jink, jink of an elderly piano. Ten students arranged in a double row of five were dancing to the beat as he called it. It was part of Hardwick's routine. Groups of them came to him daily, either for dance, deportment or gymnastics...

A Sissy Saga Ch. 01

by Snurge on Sep 13, 2017
Novels and Novellas

The schoolgirl is wearing a gymslip of such a dark shade of blue it appears almost black. She is bending forward and stretching across a small table that boasts a cover of purple chenille, resting the flattened palms of her hands on the hard surface and pressing one side of her flushed face between them. The back of her skirt as been folded up to her waist a...

A Sissy Saga Ch. 16

by Snurge on Sep 15, 2017
Novels and Novellas

It was after supper, but the evening sun still shone through the lofty windows of the gymnasium to catch dust particles floated weightlessly in its slanting streams of light. A naked young man who promoted the delicate aura of a fragile girl stood fumbling over his words before the seated figure of Miss Twist, groping helplessly for an excuse to explain the...

A Sissy Saga Ch. 22

by Snurge on Sep 15, 2017
Novels and Novellas

By mid-afternoon Open Day for many was adjudged over, but while prospective clients and the purely curious were encouraged to depart the most valued of Miriam Hancock's supporters were skilfully spirited away elsewhere for tea and cakes. While the men went to the gymnasium, the ladies were assembled in one of the classrooms on the second floor where the desk...

Sissy Training Week 02: Obedience

by Peggylea on Mar 17, 2020
First Time

Week 2 Obedience I arrived at Mr Deal's my Master for the second week of the sissy course. Nervously I knocked on the backdoor to be greeted again by Mistress Rhea. She took my coat and led me straight to the changing room where I stripped naked as last week. Mistress R led me into the kitchen area and told to wait for my Master. Then assistant Toby came...

Sissy Suite

by Titlecardpink on Apr 22, 2025

Here you are. The Sissy Suite. You've been waiting your entire life for this moment, saving every penny, every dime, and every dollar you could come across. You've always felt like a girl, always wanted to dress like one, and you always wanted to be treated like one. Your name doesn't matter, it'll be void once you step through that pink threshold. You're 18...

A Sissy Saga Ch. 05

by Snurge on Sep 15, 2017
Novels and Novellas

Miriam opened the door and poked her head through the gap into her daughters bedroom. "Sorry to call on you at such short notice darling, but the water boiler's buggered and I have no other choice but to ask Hardwick to go and have a look at it. I've no idea how long he's going to be, so could you take his first session?" Jennifer roused herself from the bo...

Sissy Amy Loves Mummy Belinda Ch. 03

by Sissy Adele Howells on Sep 17, 2017
Fetish

Nurse Sue George sat opposite her best friend, Nurse Lynda Christopher. Both looked stunning in their royal, blue nurses uniforms. Lynda was a tall women in her middle forties, with dark, long hair, tied back in a bun. She wore glasses, but was attractive for her age. The best thing about Lynda Christopher, was that she sneezed frequently and enjoyed blowing...

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...