Sissy School Sissy Training Mistresses

Sissy School Training Mistress


Take my hand...Let's explore your pretty sissy self, together!


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Hello, my pretty girl! I am Mistress Mandy and I am here to help teach you about ALL things girly and feminine. This is what you truly desire, right, to be my pretty girl? Your body is just aching to be my sexy, slutty, pretty little girl. Yes, don't worry; I completely understand that you want to be very pretty for your Mistress, AND all the boys. So, have you told anyone else that you love pretty, sexy, girlie things or will this be our little secret?? Either way, I am SO excited to help you explore the true little girl that is inside of you, just bursting at the seams to cum out!

I think that in order for me to properly train you as my sexy girl, I need to know how this all started for you. Perhaps long ago you were a very naughty boy and went into the panty drawer? Or, maybe it was the dirty clothes hamper? Those panties were so sexy and pretty and they felt so silky and soft against your skin, didn't they? And those dirty panties smelled SO delicious to you, you wished you could smell her all the time? You stroked that little cock and fantasized about being pretty and sexy and smelling nice, just like her, didn't you?!

Well, I think that its high time to make those fantasies cum true! Lets start with some sexy frilly clothes for my pretty little slut: a pair of little white thong panties, a pretty little white bra, some beautiful sheer thigh highs, and a cute little skirt and blouse. Oh yes, only the prettiest of things are good enough for my slutty little girl. Is my girl ready to be even prettier??? Oh, good Mistress is going to paint those slutty little fingers and toes of yours HOT PINK!

Oh my gosh, I nearly forgot! We need to get rid of all of that boy hair, so I made an appointment for you to get it ALL waxed off. Yes, it may hurt just a little bit, but I don't want to hear you whining about it. You DO want to be Mistress' pretty girl, don't you? And you DO want Mistress to be proud of her pretty girl and just how sexy she looks, don't you?? Oh yes, I have lots of ideas for my slutty girl and I know just exactly what will drive the boys wild!




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!