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Sissy Wonderland

Sissy University and Training School

  • About
  • Amazon Shop
  • Enroll
  • Sissy Trainers
    • Blonde Goddess
    • Mistress Natalia
  • SissyBox™ Subscription
    • Sissy Box Sign-Up
    • Sissy Box Survey
  • University Diaries
  • VIP
    • Slave Applications

Sissy Wonderland

Sissy University and Training School

  • About
  • Amazon Shop
  • Enroll
  • Sissy Trainers
    • Blonde Goddess
    • Mistress Natalia
  • SissyBox™ Subscription
    • Sissy Box Sign-Up
    • Sissy Box Survey
  • University Diaries
  • VIP
    • Slave Applications

Author: Sissy Wonderland

  • 5 April 2025
  • Sissy Wonderland
Sissification

Monthly Sissy Box Subscription is BACK

The official SissyBox monthly subscription is now here. After a year of beta testing The …

Read More
  • 31 March 2025
  • Sissy Wonderland
Sissification, Sissy School, Sissy Training

The Sissy School: Spring Semester Session 2025

School is in Session! Sissy Wonderland is now enrolling for the Spring Sissy School Semester, …

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  • 18 June 2024
  • Sissy Wonderland
Sissification, Sissy Shop, The Sissy Box

Summer Sissy Box: Unleash Your Inner Diva

Introducing the Ultimate Sissy Subscription Service A new season as arrived, and with the beautiful …

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  • 25 September 2023
  • Sissy Wonderland
Humiliation, Sissy Training

Free Sissy Training Assignments

So many desperate, poor, and broke sissies are dying to get a taste of the …

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  • 20 September 2023
  • Sissy Wonderland
Feminization, Sissification, Sissy Shop

The Pocket Sissy Training Guide

The new Pocket Sissy Training Guide “Becoming a Sissy” by Blonde Goddess is out now! …

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  • 15 September 2023
  • Sissy Wonderland
Sissification, The Sissy Box

The Sissy Box 10% OFF Code: PINKSISSY

  The Sissy Box is a new subscription service brought to you only by SissyWonderland.com. …

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  • 11 September 2023
  • Sissy Wonderland
Feminization, Forced Feminization, Sissification

Feminized and Fucked by a Bull With Horns

Pussies aren’t man enough to have pussy, they are pussy! Have you ever thought that …

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  • 4 September 2023
  • Sissy Wonderland
Feminization, Sissification, Sissy Shop, The Sissy Box

Your Change Begins Now

Explore self-paced feminization and sissification discretely, from the comfort of your own home. The Sissy …

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  • 29 August 2023
  • Sissy Wonderland
Sissification

The SissyBox™ Beta Lanch for Beta Sissies

Calling all beta sissies from near and far, the time has come to explore your …

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  • 19 August 2023
  • Sissy Wonderland
Sissification

Home of The Sissies

Are you sick and tired of being the “man” you know you weren’t meant to …

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Training Resources

  • Feminization
  • Forced Feminization
  • Humiliation
  • Sissification
  • Sissy School
  • Sissy Shop
  • Sissy Training
  • The Sissy Box

New Sissy Updates

  • Monthly Sissy Box Subscription is BACK
  • The Sissy School: Spring Semester Session 2025
  • Summer Sissy Box: Unleash Your Inner Diva
  • Free Sissy Training Assignments
  • The Pocket Sissy Training Guide
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