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Lingerie Assignment for the Sissy Who Craves Humiliation

Enjoy this sissy humiliation assignment from Mistress Rachel.Sissy, some of you long to be exposed. I know this from almost six years of training you, encouraging you, helping you to accept your nature, to form your sissy style, and yes, also through putting you in your place via humiliation.  Countless numbers of you have told Me that no one in your lives knows about your feminine proclivities, and that you’re the type who longs for that to change.  Nothing overt, nothing that screams “I’m a frilly little trollop”, but definitely something that whispers it.

You’ve spent a long time accumulating the tools of your transformation.  Maybe you’re completely hairless under the masculine clothing you wear every day that characterizes the person the world thinks you are.  Maybe you’ve got a Hello Kitty tote packed with makeup at the back of your closet, among the specially-ordered stripper heels and mary janes.  You may have a wardrobe that would make the average woman jealous, and mixed in with the sissy shame, you’re proud of it.  When friends come over, you carefully tuck away all your girly things, but some little part of you fantasizes about the thrill of being found out, of being able to display all the things you’ve carefully collected.

Even if you’re not ready to go en femme 24/7, or even to speak the words “I’m a sissy” to more than just your reflection in the mirror, you can still confess, and receive the humbling adrenaline rush that comes with humiliation.  At least a taste of it.  And that’s all you want, right?  Just a taste?

Well, I’ve got a little assignment for you.  Listen in, follow the directions like a good gurl, and then of course, confess in the comments section, via E-mail, or in a session, just what the results were.  I hope you end up blushing so hard, you’ll be able to retire your MAC rouge!


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Little Sissy Tammy’s Tale

Sometimes little sissies are born into bodies that are EXACTLY the opposite of how they see themselves.

That’s what happened with Tammy. Genetics had graced the darling Sissy Gurl with a stocky, blocky, (previously) hairy man’s body; but she loves to fantasize about being a dainty, itty bitty little sissy. In fact, . . . → Read More: Little Sissy Tammy’s Tale

BBW Sissy Primer

It’s time to embrace your curves, BBW sissy gurls!

You’re rocking some sexy curves that only need the right wardrobe to enhance your inner Gurl. That extra padding you’re packing in love handles, moobs, or a spare tire actually gives you one heck of a head start when it comes to rocking . . . → Read More: BBW Sissy Primer

Sissy Mistakes with Mistress Christine

Being a sissy, and really coming off as a true girl is not just about dressing in a pair of panties and a bra!  It’s also a mindset, and sissies who want to pass need to make sure they don’t make these mistakes….

Sissy You’re Showing Too Much

Let’s work on . . . → Read More: Sissy Mistakes with Mistress Christine

Ms. Piper’s Anal Training Academy For Sissies

I need MORE ass slaves! 800-601-7259

Everyone knows a good sissy uses all of her assets to serve her Mistress, especially one ASSet in particular!

There’s no better way to feel submissive and girly than learning that your clitty comes with a pussy companion. Now, some Mistresses aren’t so much into knocking on . . . → Read More: Ms. Piper’s Anal Training Academy For Sissies

Ms EmmaJane wants a sissy ready for summer

Sissy, Are You Ready For Summer?

Ladies, it’s just about that time again! Are you prepared yet for having a perfect sissy summer, which can only be off to a good start if you’ve treated yourself to all of those feminine luxuries and necessities that help you look and feel your best?

If you . . . → Read More: Ms EmmaJane wants a sissy ready for summer

Ms. Alexis’ Favorite Kind of Sissy

I’ve been doing a lot of thinking about my favorite kind of sissy. The first type would have to be obedient, but aside from that, each kind of femboi holds a certain level of appeal to me. At the end of the day though, I like the kind who aren’t afraid to let it . . . → Read More: Ms. Alexis’ Favorite Kind of Sissy

Sissy Assignment: Floral and Rainbow Panties

Simone’s Sissyville Assignment is: Wear Floral and Rainbow Panties!


What’s more pretty than a pair of panties with daisies on them? Daisies are such a happy and feminine flower. Most girls LOVE looking at them, because they remind them of joyful innocence. I have several pairs of panties with daisies on them. . . . → Read More: Sissy Assignment: Floral and Rainbow Panties

Sissies at the Make-up Counter

It can be so scary those first couple of times when you finally venture forth to the make-up counter. I spend a great deal of time coaching my sissies and transwomen on how to be brave and step firmly up to the counter and ask for help from the (usually) very kind salesperson.

Stepping Out . . . → Read More: Sissies at the Make-up Counter

Secret Sissy Crossdresser Loses A Bet With Ms. Piper

Let ME take control! 800-356-6169

Uh oh! You lost a bet with me, and now you have to do whatever I tell you to do. Too bad I know all of your secrets!

Oh you don’t know I am aware of your sneaking around while I’m out with friends, putting on my panties, . . . → Read More: Secret Sissy Crossdresser Loses A Bet With Ms. Piper