Sissy School Sissy Training Mistresses

Sissy School Training Mistress


Feminizing men is a special hobby of mine; you won't take long to transform into a sissy!


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Once upon a time there was a little boi who loved all things girly: corsets and lipstick; garters and pantyhose. The first time he tried just a dab of lipstick (taupe, so secret, so safe) and felt the slick smoothness of it on his lips; the sweet taste on his tongue; the subtle shine in his reflection -- he nearly fainted.

His dreams and fantasies frightened him; all that he had been taught about his own sexuality told him how very naughty he was to be thinking about makeup, dresses and fabulous shoes. He tried to ignore it, to pretend he didn't feel what he felt, want what he wanted.

One day the boi heard of a place, a secret hidden place, where little bois like him went to learn how to be perfect, pretty sissies. A School for Sissies!

He was so excited, so nervous. What would he learn, who would teach him? In my classes, my sweetness, you will learn how to wear your makeup, style your hair, and dress for ~every~ occasion. Once you have mastered the outward appearance, the demeanor, we can move on to more advanced lessons.

I know that you don't just dream of frilly dresses and fabulous lingerie. You fantasize about all the things girls get to do. Sleepovers, flirting with hot guys, dropping to your knees and opening your mouth. Other, darker desires.

Welcome to school, my sissy boi. Pay attention to your lessons, listen well, and we will have the most fabulous times together.




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!