by Sissyville | Oct 8, 2018 | Ms Olivia, Sissy Assignments
This sissy maid gets a surprise from a new Mistress. Many of you know that a Mistress will share special submissive pets with another Mistress. After all, we do like to show off a well trained submissive and a sissy maid is perfect for sharing (and showing off). I...
by Sissyville | Apr 16, 2018 | Feminization, Ms Olivia, Sissification, Sissy Assignments
Mistress likes to play rough with a sissy. Some girly girls need a little (or a lot) of extra training to fulfill their femme potential. That’s where a sissification training Mistress comes in. I get to know you, find out all about you and then devise a training...
by Sissyville | Jul 18, 2014 | Ms Olivia, Sissy Assignments
There’s something so wonderful about a really lovely bra to set off your yummy sissy boobs. So, let’s go sissy bra shopping! I’m a GG who loves to put a man in panties and more.I’m a GG — and most of you know that means I’m a...
by Sissyville | Jun 11, 2014 | Fantasy Feminization, Ms Olivia
The story of the cuckold husband locked in chastity begins with his feminized sexual roleplay, posted on the Experienced Mistress. Now, what will this Mistress wife do with this husband locked in chastity? I’ve put him in sissy panties and find that I really like what...
by Sissyville | Feb 24, 2014 | Fantasy Feminization, Ms Olivia
Are you wearing panties under your pants? Underneath those drab man clothes you have a secret! ~grinz~ And I know your sissy secret! That’s right, you’re wearing some snazzy panties and I want you to tell me all about your panty wearing habits! Why?...
by Ms Carmen | Dec 23, 2009 | Ms Olivia, Sissy Assignments
Full Femme Dress-up Assignment Don’t you just love the movie Legally Blonde? WHAT? You’ve NEVER seen it? Well. We’ll just have to DO something about that, won’t we? Today’s sissy dress-up assignment… said, in my most serious Mistressy Voice… is to get dressed up in...
