Sissy School Sissy Training Mistresses

Sissy School Training Mistress


How I love my sweet sissy girls! Come play with me, sissy girl 😉


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You? A slutty little sissy girl who loves, loves pink and wants to be treated like the little girl you know you want to be. You love the sensual glide of satin across your skin; love the way the air tickles your meat when you wear skirts without your panties, like a naughty little slut. You aim to please me, and you want to be the best sissy you can be. You are willing to be obedient, eager to please, and accept instruction. Most of all, you are willing to explore all the pleasure that await you....

Me? A boldly perverted mistress who loves to dress up little sissy boys in pretty little outfits, while instructing them in how to be the best sissy they can be. We will dress you up in pretty little girl clothing; relishing in every sensation and shameful reaction to it; and explore how much you love playing the sissy boy cuckold, watching me getting fucked from a real man.

Or maybe you'd prefer to focus on how you want to get on your knees like a good little slut, open that pretty little mouth and get face fucked like a real bitch does? I will give you chores and tasks to accomplish, and IF you please me, we can see about pleasing you. Only good girls get to cum.




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!