Chapters tagged crossdresser

Introduction by Cynthia Sissy

Chapter 1

(_feel free to message me about anything! I'd love to hear from my readers :))_ The alarm beeps away as you groan at the sound of it. A cool breeze rustles the curtains, letting the sun peek through. Pushing your hair to one side, you check the time. "Oh, it's still early," you...

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Lesson 1. A Sissy Syllabus by Cynthia Sissy

Chapter 2

"All done!" you smile as you tie your hair into a ponytail, looking at yourself in uniform for the first time. The top was a long sleeved white collared blouse, with a pink and white plaid bow tie holding it together. The blouse was somewhat cropped revealing a little midriff be...

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The Special One by Cynthia Sissy

Chapter 4

You took the larger one. "Oho, someone is up for the challenge!" Miss Ryder exclaimed. "Well, maybe it's good to have some competition," said Alexia, clutching onto her envelope. You felt a surge of confidence through you, almost tripping over your heels as she escorted the tw...

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Duh. It's a task I must do by Cynthia Sissy

Chapter 5

The sissy changing room was located right behind the field. You hurriedly made your way to the entrance, and watched as the lights automatically switched on to your amazement. You feel your toes hurt from walking too much in heels, but didn't mind it so long as your nails aren't...

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