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

Caught you red handed, Sissy

You thought you could keep this a secret forever? Sneaking in here, into my room when I am at work? Dressing your little sissy self in my lingerie? My good lingerie!? You thought I wouldn’t notice? That I didn’t suspect? And now I have caught you red handed. In my red lace lingerie set . . . → Read More: Caught you red handed, Sissy

Sissy Training From Mistress Courtney

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There is so much out there that can make a sissy feel girly. Hey I even saw this fabulous little make up set that had all kinds of make up in it, cleverly housed in a shiny faux alligator case, very pretty! And the best part of all, . . . → Read More: Sissy Training From Mistress Courtney

Sissy Training From Mistress Bailey

Call Ms Bailey at 800-356-6169

The other day I saw the most wonderful video, which I think that all true sissies need to create! What I want you to do first is go to YouTube and search “fat single ladies”. The first result should be a fat guy in a black . . . → Read More: Sissy Training From Mistress Bailey

Sissy Training from Mistress Tara

Call Ms Tara at 800-356-6169

Now that you have your winter nest all cozy, your winter wardrobe freshened, now that you have changed to the deeper warmer tones of your winter makeup, you are all set. You’re getting hydrated, you are exercising, you’re feeling great, aren’t you? This is the perfect . . . → Read More: Sissy Training from Mistress Tara

Sissy Training from Mistress Cassandra

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Sissies love new years resolutions dont they? Sissies also cum too much. The fetish produces lots of fantasies, shopping and Mistress calls. The new resolution for the new year is a bit of orgasm denial, guided masturbation, and chastity training in a pink cb device. At least the pink . . . → Read More: Sissy Training from Mistress Cassandra

Sissy Training From Mistress Cecilia: New Year’s Sissy and Feminine Resolutions!

Here comes another new year! 2009 is right around the corner and I want you to take a moment to reflect on this past year.  If you weren’t able to be as feminine as you wanted to be – maybe you couldn’t take time for it, then set some some goals for . . . → Read More: Sissy Training From Mistress Cecilia: New Year’s Sissy and Feminine Resolutions!

NEW SISSY HUMILIATION STORY! READ IT ALL HERE!

Here is an interesting, engaging piece of literature by a new member of the Sissyville community, Erica. SHOW HIM NO MERCY by Erica Just click on the title to read and enjoy!   Be sure to comment here!  (You will need Acrobat Reader to read this document.  If you don’t have Acrobat Reader, you may . . . → Read More: NEW SISSY HUMILIATION STORY! READ IT ALL HERE!