Sissy School Sissy Training Mistresses

Sissy School Training Mistress


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I know how much you love those pretty colors. The sweet and soft whites, yellows, and pinks. Those pretty socks to slip over your sissy legs. You can match and pair those pretty and soft thigh-high socks with a sexy pair of pink panties that's perfect for holding your package! Big or small! You have so many different options and that's what makes you so lucky to be a sissy- especially MY sissy! My favorite thing to do is play dress up! Getting to use you as my personal doll and put you in whatever I want is going to be fun!

Being my sissy gives you and me both the opportunity to explore what we love! I have always enjoyed making feminine men happy because it just seems so much sweeter! Seeing their faces and hearing the happiness in their voices when they see themselves in a dress for the first time brings me so much joy to me! You know the term sharing is caring right? I can share what I have like my wigs or makeup! We can go shopping together for those perfect pair of lace or satin panties that you need to feel beautiful!

Now, I know you're curious if you're still here reading this and seeing what I have to say! This means deep down there may be a part of you wanting to at least give it a try. This is your sissy calling darling! Come stop by and join this sissy school to get started! Let me be your headstrong teacher and give you what you need to thrive in your new sissy girl path. We would love to have you and I would love to teach you. Tell me how you want to start a new sissy girl and we'll get to it! Don't be scared, everybody is welcome here no matter what. Being nervous is normal but you can be excited too to join me in this new adventure of yours!



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!