Sissy School Sissy Training Mistresses

Sissy School Training Mistress


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Are you ready to step into your true self?

For as long as you can remember, you have loved the feeling of soft, creamy satin lingerie as it caresses your skin. You have dabbled here and there by secretly wearing lingerie under your clothes all day. Or even practicing how to walk in high heels while in the comfort and privacy of your home. But you crave more. You know that now is the time to fully embrace the sexy sissy that has been dying to be unleashed.

First, we will begin by ditching your old habits. Sissy school entails so much more than just physical changes. Your journey begins on the inside by transforming your mindset and taking in your divine femininity. We will find your inner voice and release her!

In sissy school, we will train your voice so that you achieve the perfect sissy pitch and tone. You will master your signature sissy walk that will have heads spinning when you are out in public.

Speaking of public... sissy school includes field trips!

We will take shopping trips where I will help you choose the right makeup and skincare products; we will revamp your wardrobe; I will help you choose the perfect heels and lingerie; we will plan spa dates and brunches together. Sissy self-care is required in sissy school.

This is just the beginning!!

Sissy training with Mistress Demi is a gradual process. I expect nothing short of perfection from my students, and I will not tolerate disobedience. Our sissy training will consist of regularly scheduled sessions where you will be given lessons, tests, and homework.

Your sissy training will grow even more intense as we get to know one another and as our bond strengthens.

I will train you to walk, talk, think, look, and act like a true sissy. You will come to me as a sad, empty shell of a man and blossom into the confident, beautiful, feminine sissy that I know you are!



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!