Halloween Public Humiliation Assignment

Halloween Crossdressing AssignmentIt’s finally October, my favorite month.  It’s putting me in such a good mood that I think it’s time for a free humiliation assignment for my loyal readership.

Halloween will be upon us sooner than you know it so you need to start getting ready.

Ready for what?  For totally humiliating yourself, dressed as a woman, in front of your peers.

First, you’re going to have to get a costume.  You’re going as a girl this year.  Pick a female celebrity or some other recognizable feminine icon and start getting together your attire for the 31st.  Absolutely NO second rate efforts are acceptable.  You will wear make up, a dress, jewelry, pantyhose or stockings, heels, and so on.

It’s not that humiliating for you to dress up in this way all by yourself at home is it?  I mean, yes you’ll look totally ridiculous, but it’s so much more enjoyable for me to know that others were there to laugh at you!

So, you’re going to make sure you get invited to some kind of Halloween event.  Some of you really are pathetic and have no friends who are willing to invite you any place social where they might have to be seen with you, but I’m giving you ample time to find a way to work some magic and get involved some place where people will get to see your hard work for me.

I suggest you do your best to succeed, because if you don’t?  You’re going out trick-or-treating.  Oh yes, I am completely serious.  You’re going to get in full costume and go knocking on door after door while everyone looks at you as if you’re the most pathetic human being on the planet.  Will you get more laughs or looks of disdain?  I can’t wait to find out.

3 thoughts on “Halloween Public Humiliation Assignment

  1. Oh god, I almost wish I was in America so I could properly try and carry this out for you Mistress, Halloween is no-where near as big over here.

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