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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

Sissy Shopping with Mistress Christine

Get Some Panties Of Course

Your first stop in this sissy shopping assignment must be a lingerie store. You will walk in and purchase a single pair of sissy panties.  Just one pair of panties.  I know you want more, but we’ll get to that.  The cut and color are up to

. . . → Read More: Sissy Shopping with Mistress Christine

The Becoming of a Sissy Cuckold Husband

Ms. Brighton EnchantrixTease.com

Discovery

I know you felt that twinge of jealousy, when you found out that not only was I fucking someone else, but I was letting him do something to me I would never allow you to. The worst part is that you had to hear it from someone else. Riding . . . → Read More: The Becoming of a Sissy Cuckold Husband

Ms. Piper’s Sissy Needs Makeup Advice!

Get your own humiliating assignment!800-601-6975

My sissy, Pretty Sissy Ann, has told me she’s interested in taking her sissy training to the next level.

Not only does she want to dress like a sissy, but she wants to have the head-to-toe full sissy experience, and this includes makeup. I asked her to write . . . → Read More: Ms. Piper’s Sissy Needs Makeup Advice!

Caught Crossdressing! Ms. Piper’s Assignment Goes Awry

Get your own humiliating assignment! 800-601-6975

I love to humiliate my pets by requiring them to wear women’s clothes and taunt them about what would happen if they are caught crossdressing.

I never expect them to actually get caught crossdressing, of course, but I can’t be held responsible for dumb bitches that have . . . → Read More: Caught Crossdressing! Ms. Piper’s Assignment Goes Awry

Sissy Humiliation With Ms Christine

Does my laughing make your knees weak? lol…

Let’s Start With That Sissy Clit

My goodness, should we even call it that?  That tiny nub is almost too small to be seen!  Will you even be able to rub it so you can have a squirting sissygasm?  I don’t know, maybe . . . → Read More: Sissy Humiliation With Ms Christine

Ms. Marlena is Conducting Leg Inspections!

All sissies line up for leg checks!

As a sissy, your main impetus is the replication and exaggeration of traditional girliness, femininity, and sexiness. You achieve this with your clothing, accouterments, make up, and behavior, but have you paid special attention to your body hair? I have minimal patience for half measures, so I . . . → Read More: Ms. Marlena is Conducting Leg Inspections!

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

Summertime sissy shopping with Ms Cassandra

It’s summer shopping time, and guess where you will be going upon my demand! To a store that sells dresses. I would say a thrift store but that isn’t humiliating enough, however, you may hit the thrift store after you have shopped in a regular store. The store can range from Forever 21 to . . . → Read More: Summertime sissy shopping with Ms Cassandra