Sissy School Sissy Training Mistresses

Sissy School Training Mistress


I'll guide you through the exhilarating combination of nerves, arousal and maybe even humiliation of finding your feminine side.


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Did I hear you correctly? You're a sissy panty boy, but what you really want is to be a real lady? You've done pretty well so far and I'm impressed. You have a few pairs of panties, and maybe some makeup hidden away.

And sometimes you're really brave and dress up for work with your pretty, girly things hidden underneath what has become your "man costume." I know it must feel so good when you do that. You crave the exhilarating combination of risk, nerves, arousal and even humiliation. But you can only get so far on your own.

"So, what is a sissy boy like me supposed to do?" you may be asking. Don't worry, my precious budding lady-boy. I know that guys like you just want to feel pretty and I'm here to help! You may not know what to do, but luckily for you, I do.

I'll teach you to be whatever kind of lady you want to be. We'll start by dismantling your masculinity bit by bit until, in its place, will be a lovely lady of our own creation.

We'll have fun doing this together, but I'll never let you forget that you're my precious little pet and that I'm in charge of our project. And that I always expect your obedience and submission. In short, you will gladly hand over your shrinking balls to me in return for your transformation.

And if you're worried that you'll be embarrassed when all of this turns you on so much that you can't stop your useless "manhood" (hee-hee!) from getting hard, don't worry. I won't judge you. But I will definitely laugh at you and shame you for it. Which will undoubtedly make you even harder.

So, my pet, put on your prettiest panties and give me a call. I'll take it from here.




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!