Ms Sylvia’s Humiliating Sissy Assignment

You’ve emailed me for sissy training and this is what I’m going to have you to do:

First of all, get ready. I won’t go easy on you–after all, didn’t you say you wanted a humiliating sissy assignment?

Shave everything from the eyebrows down, and put on your favorite pair of frilly sissy panties, along with a bra with large cups (at least a D-cup). You may wear your everyday guy clothes on top of that.

Next, go to your local grocery/discount store like Wal-mart. I want you to go to the biggest store in town, the bigger, the better. Once there I want you to call me, and while I am talking to you I want you to pick up the following items.

Humiliating Sissy Assignment Shopping List:

• Bright red lipstick
• Pantyhose
• 2 small cantaloupes/large oranges/grapefruit. Try to estimate the fruit to be the size of your bra cup.

Then I want you to go to the ladies’ shoe department, and try on some heels.

See if you can’t get something to match that lipstick while you’re at it. If you can’t find any in your size, then complain loudly to anyone in earshot “There’s no getting nice shoes that will fit here.” If you can, try them on, walk around in them, and ask at least one or two women (I’m sure you’ll have an audience by now) if they think this is your color. Remember I’ll be listening. No doubt they’ll hear my howls of laughter as well.

Once you’ve paid for your items, go to the men’s bathroom.

Go into a stall and take off your pants. Put on the pantyhose and then your pants back on. Now put on the heels. You may put your old shoes in the bag. Pull up your shirt, and slip the cantaloupes/grapefruit/oranges inside the cups. Now go to the men’s bathroom mirror, and apply the nice red lipstick you bought. Admire that sissy in the mirror.

Walk out of Wal-mart with your new boobs, your lipstick, your pantyhose and your heels. When you get to the car you may hang up. But I want to see you on cam when you get home.

For a nice healthy dose of sissy humiliation and sissification you are welcome to call me for this assignment.

~ Ms Sylvia ~