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Ms. Piper’s Prolific Sissy Cum Dumpster Out on the Town

Let ME take control! 800-356-6169

I had written about my naughty little sissy cum dumpster never being satisfied with her assignments, no matter how dirty they were.

She sucked cock on cam, she spread her legs and got fucked like a little whore while I watched, she pranced around in public wearing her . . . → Read More: Ms. Piper’s Prolific Sissy Cum Dumpster Out on the Town

Sissy Humiliation Parties by Mistress Simone

Masked sissy humiliation parties during the holidays are fun!

What is better during the holidays then a masked humiliation party made just for the not so shy sissies. Now, granted humiliation is not for everyone, and parties are not for everyone either. But, for those, that like it, this is the time of year . . . → Read More: Sissy Humiliation Parties by Mistress Simone

Lingerie Assignment for the Sissy Who Craves Humiliation

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 . . . → Read More: Lingerie Assignment for the Sissy Who Craves Humiliation

Halloween Brings Out The Sissy Sluts

What better time to unleash your inner slut?

Unfortunately, not every day is appropriate for fishnet stockings, PVC miniskirts, and long colorful wigs. If you have to deal with the burdensome restrictions of living discreetly, Halloween might offer some respite. After all, what other holiday encourages you to wear the smallest, tightest, and sluttiest . . . → Read More: Halloween Brings Out The Sissy Sluts

What Happens When a Sissy Is Caught Playing With Mistress’ Panties?

When a Sissy Cannot Resist Mistress’ Beautiful Lingerie

Yes. Yes. Yes… You are a naughty sissy, and you love to fawn over your Mistress’ lingerie. Of course, why shouldn’t you? Part of your sissy feminization experience is adoring your Mistress, admiring all aspects of her style and beauty, and looking to her as your . . . → Read More: What Happens When a Sissy Is Caught Playing With Mistress’ Panties?

Is Chastity for Ms Callie Right for You?

No Matter the Size of that Clitty

Whether so tiny as to deem it entirely insignificant or bigger than any sissy should really have– a chastity cage is an excellent solution to having anything between your legs.  I have many pets and subs in mental chastity— I LOVE the power of mental chastity and . . . → Read More: Is Chastity for Ms Callie Right for You?

Ms Christine Knows The Measure Of A Sissy

How do you measure up as a sissy?

Making Sure It’s The Right Fit

If you are a beginning sissy, you probably don’t have any idea how to find clothes that fit you. It doesn’t matter if it’s just panties and bra’s, or a full femme ensemble, you want to look your best . . . → Read More: Ms Christine Knows The Measure Of A Sissy

Bring Out Your Inner Femme with Ms Vivian

 

Hello there, sissy bois and assorted panty sluts. Your MILF Mistress Vivian hopes you’re doing well. I also hope you’re in the mood to get a little bit naughty today because I’ve got an assignment for you all.

What do you say? Humm?

It’s time for you to put your exhibitionist panties . . . → Read More: Bring Out Your Inner Femme with Ms Vivian

Goddess Josephine’s Humiliating Assignments for Sissy Boot Camp

Humiliation can be a constructive tool for emasculation. Sometimes it’s very hard to get into sissy space without it. Often your man self fights and doesn’t allow sissy to fully come out and play. The man in you uses guilt and shame to keep sissy at bay, however he is unsuccessful and this often . . . → Read More: Goddess Josephine’s Humiliating Assignments for Sissy Boot Camp

Ms Delia’s Sissy Shopping Assignment

Recently, Ms. Brianna and I went shopping in Vegas and stumbled upon a cross dresser haven! It was a complete boutique of bubblegum pink, and tastefully sexy and pretty items. If you like to be feminized, then this assignment is a bit daring and fun for you!

First, you will go shopping dressed as . . . → Read More: Ms Delia’s Sissy Shopping Assignment