Sissy School Sissy Training Mistresses

Sissy School Training Mistress


The Sissy Enchanter


Toll Free Number: 800-730-3507
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Hello girlies! I'm sure you can tell by looking at me that I am very feminine, and I do love to shop! I know you want to experience what it's like to be a woman, and I'm here to show you how; dress you up and make you do what I want. I am one of the younger ones here and I can show you what the young girls are doing these days! My friends and I are always going shopping, and it would be fun if we could all dress you up!

I'd like to hear where you are at in your training; or how long you have been feminine; or if you are new - I want to hear about that too; and I would love to teach you in all ways to be feminine; and if you are into boys (or girls). There is a fine art to being feminine, and you can certainly be taught that!

I also LOVE to do sissy maid training! I think it's so fun putting sissies to work, and making you do what I don't always like to do: clean! Plus, you could be great at serving and entertaining my friends and boyfriends.

Give me a call - I would love to show you all ways feminine. It's so much fun to be a girl!




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!