Sissy School Sissy Training Mistresses

Sissy School Training Mistress


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Ah, you sissies. You do admit you are a sissy, right? What? You aren't sure if you're a sissy? Well let's find out, shall we?

One of the cool things about calling me is that I am completely non-judgmental, unless you want me to be for a little humiliation, of course. As we talk about your wants. needs, and desires, I am able to pinpoint where it is you might want to go in developing your sissy self. I'm assuming that's why you're here in the first place, right? To discover more about yourself?

Whether you are still in your imagination or you are a full-fledged, hormone-taking, dress and heel-wearing girl, I am familiar with girls like you. I have decades (shhh, don't tell anyone!) of experience with sissies, cross-dressers, and T-girls. No matter where you fall on the spectrum, I am glad to work with you, talk with you, about your experiences, whether in your mind and heart or in the real world.

If you're looking for assignments, I've got you covered there, too. It is common about sissies to want to expand their boundaries and I'm glad to facilitate that with and for you. I would never put you in harm's way or do anything that would out you where you did not want to be outed, but between us, we can figure out those boundaries and get you moving forward on your sissy trail.

Where do you see yourself in a year? Where do you want to be in a year? In two? Five? Any day of the year is a New Year's Day and we can make this year your best sissy year ever. Get you in panties, bras, dresses, heels, makeup, hair, finding other sissies... any number of options.

Tell me what you are looking for and let's make your dreams a reality!



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!