… clothes maketh the woman

A group of your friends are headed to a party, but you had no idea it was a costume party. At the door, the bouncer lets your friends in but doesn't allow you in without a costume, so you go off to find a costume store. Your friends call to you "Hurry back Luke, the party won't wait."

You find a store run by a woman dressed as a witch. Looking through the costumes, you realize they're all slutty female costumes! As you turn to leave the witch stops you and says "Reconsider, take a look and maybe you should try one on." She waves her hand and says "You have to pick one. I'll let you have it for free... ish."

You feel compelled to try on a costume so continue to browse the racks. The witch continues to talk to you, “once a year, on this very night, all hollows eve, I play a game where one poor unsuspecting man must wear one of my costumes. That might be you… Doing so will transform the man’s body to match the theme of the costume they choose. The costume is free, but if the man doesn't return to the store by midnight with a $1000 they will be stuck as a woman forever…”