Sissy School Sissy Training Mistresses

Sissy School Training Mistress


You don't fool me, sissy. I know what you are, and I'm sure everybody else does, too, because your panty-line is showing.


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Hello, to all my sissy cunts! Sissy class is in session and I'm here to whip that boy pussy of yours into shape. I know that you think that just because you have the desire to serve and be an obedient little cunt with an open mouth and a wet pussy, that's all you need to thrive in your new role as a happy sissy. But it's not that simple, buttercup.

Being a great sissy is about more than sucking and fucking. To become a great sissy you have to strip yourself of all of the misogynistic bullshit that you've been taught. From the moment you came into this world, your fate was sealed. As your trainer, it's my job to dismantle all of your internalized misogyny and shame about your desire to be a sissy. Ever since you were knee-high to a bullfrog you were indoctrinated into the cult of misogyny (manhood).

You have lived your life abiding by the fucked up rules of this very fucked up cult, and denying yourself the pleasure of being the sissy that you were born to be. Sissy training is hard on me, the trainer, but it's also hard on you, the trainee. There will be times when you feel stripped, vulnerable, torn, angry and ashamed. But there will be more time spent enjoying this new freedom that you have. So I welcome you to the first step in your journey to becoming a truly great sissy. Join me on your journey towards self-discovery.

Class is in session.




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!