Quantcast
Channel: sissy dress up Archives - WELCOME TO SISSYVILLE 800-601-6975
Browsing latest articles
Browse All 67 View Live

Image may be NSFW.
Clik here to view.

Sissy Bois Holiday Outfit and Trimmings by Mistress Cassandra

← Previous Sissy Dress Up I’ll bet sissy has big plans for this holiday, from her outfit to her decorations. She is not going to wear a Santa dress with a hat. She is much more original than that. I’m...

View Article



Image may be NSFW.
Clik here to view.

SISSY ASSIGNMENT FROM MISTRESS HEATHER: CHOOSE A NEW LOOK!

Sissy Dress Up Going out dressed as a sissy can be terrifying, exhilarating, and liberating (or a mixture of all three). We think you’ll have a lot of fun with this mini sissy assignment collection...

View Article

Image may be NSFW.
Clik here to view.

Sissy Shopping Assignment: Prom Dress

Feel more like a sissy by wearing a prom dress. Be my good sissy! 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...

View Article

Image may be NSFW.
Clik here to view.

Secret Sissy Crossdresser Loses A Bet With Ms. Piper

Let ME take control! 800-356-6169 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...

View Article

Image may be NSFW.
Clik here to view.

Ms. Alexis’ Favorite Kind of Sissy

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...

View Article


Ms. Christine Has a Sissy Dilemma for You

So, This Sissy had a Visitor Well…what’s it gonna be sissy? Well, really it was the Hot Wife of said sissy who had the visitor. And no, not one of her usual Bulls.  It was one of her girlfriends and...

View Article

Image may be NSFW.
Clik here to view.

Sissy Shopping Spree with Mistress Piper

You Know You Need It! 800-601-6975 Oh you think you’ve gone on a sissy shopping spree before, but if you haven’t had one with Mistress Piper in your ear, you’re missing out! For my brave and...

View Article

Image may be NSFW.
Clik here to view.

A Sissy Bonnet Keeps Mistress Piper’s Humiliated Sissy in Line

You Belong To ME!800-356-6169 There’s nothing like making your humiliated sissy go ultra-femme to keep her from getting too big for her britches. I suppose it can happen to just about any sissy–that...

View Article


Image may be NSFW.
Clik here to view.

A Sissy’s Need to Dress with Seduction

← Previous Next → Sissy Dress-Up Many of you reading this have had a life-long fascination with women’s clothing. For some of you, wearing feminine clothing is one of the few ways you are able to get...

View Article


Image may be NSFW.
Clik here to view.

Sissy Cheerleader with a Humiliating Twist

← Previous Next → Hello, gurls! Do you delight in the way your cheeks get hot and your clitty gets stiff when your Mistress transforms you into a hyper-feminine caricature and then teases you until...

View Article
Browsing latest articles
Browse All 67 View Live




Latest Images