Sissy School Sissy Training Mistresses

Sissy School Training Mistress


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Hello sweetheart. How is my pretty girl doing today? I am really looking forward to talking to you. As a seasoned guide in the art of feminization, my journey has been one of empowerment, and now I'm here to share my knowledge and help you discover the exquisite world of femininity.

I believe in the transformative power of embracing one's feminine side. Whether you're just starting out, or seeking to refine your skills, I'm here to mentor you through the intricacies of feminization. I provide personalized guidance spanning wardrobe and makeup tips to posture and comportment, tailoring my advice to suit your individual and distinct journey.

I have a special place in my heart for all my femboys. I eagerly look forward to adorning you in the most alluring, slinky, girly garments, gently brushing out your hair, and applying shiny pink lip gloss to your perfect, pouty lips. Yet, this journey goes beyond the external; it's a celebration of your unique expression and the beauty that radiates from within. Together, we'll bring it all out to savor and experience.

I understand that some of you may be shy, especially when it comes to talking to new people and when it involves expressing your identity. But that's ok. Don't worry my darling. I am here for you and will hold your hand every step of the way.

And for those who are naughty little sissy sluts, I am thrilled to make that little clitty of yours throb against your soft silky panties while we explore the wilder side of being a girl. Together, we will delve into your deepest desires, leaving you dripping with excitement.

Whether I'm your trusted BFF gal pal or exploring a more commanding, controlling role with power dynamics in our play, our time together is guaranteed to be an extraordinary experience. If you're ready to embark on this journey, call me. Together, we'll explore the beauty of feminization, unlocking the secrets to your most authentic and elegant self, all while having a fun and amazing time.



Can’t decide on just one Mistress to speak with? Add a second Mistress to your call for just $1.60 per minute more.  Two Mistresses aren’t enough? No worries! Each additional Mistress is just $1.60 per minute more!

Here’s the breakdown:

One Mistress – $2.99 per minute

Two Mistresses – $4.59 per minute

Three Mistresses – $6.19 per minute

Four Mistresses – $7.79 per minute

Five Mistresses – $9.39 per minute


Why Sissy School’s Sissy Training Mistresses are the Best!


Welcome to Sissy School! You may be wondering whether or not the Sissy School Sissy Training Mistresses are the best sissy trainers out there, and the answer to that question is simply, yes.

Here at Sissy School, we have a wide variety of sissy training mistresses, each with their own domination style and sissy training style.


Do You Need a Strict Mistress, a Sensual Mistress or a Good Combination of the Two?


Do you learn and respond better to an authoritarian Mistress? One who won’t take any back talk and is firm in her expectations of you? Or do you do better with a sensual, encouraging Mistress?  Perhaps, you are like most sissies and need a little mix of both!

Whichever type of sissy training Mistress you need, Sissy School’s Sissy Training Mistresses have got you covered. We’ve got Mistresses who are purely sensual, Mistresses who are purely strict, and Mistresses who are a good mix of both!


Click on the Sissy Training Mistresses Pics to Learn More about Them


By clicking on the picture of each Sissy Training Mistress, you can read their sissy training bio and learn about their styles and expectations. From there, you’ll also find links to their blogs, voice samples, contact information for Skype and Twitter, and much more.

If you’ve read about many or all of the Sissy School Mistresses and are still unsure which one may be right for you, our Erotic Concierge can help narrow it down for you.  Just go to, answer a few questions, and submit the form.

Within 24 hours-oftentimes much quicker than that-our Erotic Concierge will get back to you with several Mistresses who may be a good match for you based on the answers to your questions.


Time to Take the Sissy Training Plunge!


You’ve known-or at least suspected-for a while now that you may be a sissy. Don’t you think it’s time to quit fighting it and embrace your inner sissy? Give one of our Sissy School Mistresses a call for sissy guidance, today!