by Sissyville | Jun 15, 2016 | Feminization Training, Sissy Assignments
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...
by Sissyville | Jun 8, 2016 | Sissy Assignments, Sissy Boys
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...
by Sissyville | Jun 3, 2016 | Sissy Assignments
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....
by Sissyville | May 23, 2016 | Sissy Assignments, Sissy Makeup
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...
by Sissyville | May 18, 2016 | Sissy Assignments, Sissy Crossdressers
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, my bra, my stockings, and my high...
by Sissyville | May 10, 2016 | Feminization, Sissy Assignments
Feel more like a sissy by wearing a prom dress. Buying a prom dress, of course, signifies that you are going to go out on a hot to trot date with some super smokin’ boy. Well, that may, or may not, be the case for you, but you can always get dressed up and have...
