Sissy School Sissy Training Mistresses

Sissy School Training Mistress


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There are many kinds of sissies in this world, and my favorite ones are the sissy sluts. You know the ones I'm talking about--the ones who are less worried about every detail of their outfits and more worried about how they're going to get their holes filled on any given night. Those are the ones I love talking to!

Sissy training can encompass a huge number of different things. *My* brand of sissy training, however, involves training both your holes so that you can be the best slut you can possibly be. Anal training is very important, of course, but training your dirty mouth is equally important. When you come to me to be trained, you'll notice that I have a large box just full of toys for training your holes, like vibrators, dildos, butt plugs, anal beads, and more. We'll be putting those to good use soon enough.

Another thing you may notice about being trained by me is that I'm not the kind of Mistress who will humiliate you for your desire to be a sissy slut. I prefer positive affirmations instead and guiding you through the process of becoming a slut with a gentle hand.

When I feel you're ready to give it a try, we'll get out my favorite toy--the strap on harness! You can demonstrate to me that you know what you're doing in both the sucking and the fucking departments. And when I'm confident that you know your way around a cock, I'll let you move on to a real one if you so desire.

So go ahead and get dressed in your best outfit for me. Put on your lipstick and your high heels and get ready to be fucked like you've never been fucked before! Then and only then will you be ready for some sissy phone sex with me.



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!