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Bailing My Pretty Sissy Out of Elementary School “Jail”

Welcome back sweet sissies to the my pretty sissy blog! I am phone sex Mistress Courtney, although to my pretty sissies, it’s Mommy Mistress Courtney to you!  If you are just joining the my pretty sissy blog, welcome!  I have been blogging about a fabulous phone sex session that I had with a very fun sissy.  Believe it or not, we played for close to four hours!  I had a blast!  It was amazing!  In this scenario, my pretty sissy was being naughty at school and trying to lift up the little school girls’ skirts and got in trouble with the principal.  I was called, at work mind you, to come to the principal’s office and “bail” my pretty sissy out of elementary school prison.  Needless to say, I was none too happy to have to do that.  So I was prepared to give my budding little sissy hell.  And I, in all of my wisdom, decided, as I always do, that the punishment should fit the crime.  I decided to make my little boy wear a dress to school, but not just any dress, oh, no, no, no!  I took my budding sissy princess to an extra special boutique.  I know what you are thinking, “But Mistress Courtney, why was the boutique special? What made it so great?”  Well, my pretty sissies, I will tell you.  The owner of the boutique gave this Mommy Mistress a run for her money in the feminization sissification department!  More on this in the blog posts to come!

Become a pretty sissy with Ms. Courtney
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