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George costanza tried it on seinfeld, but could you date a woman who is in prison? There is a website out there where you can meet an inmate and become a pen pal. You’ll learn of the beautiful woman who dined and dashed but left her purse that was filled with drugs behind, the woman who really wanted a new shirt from dillard’s, and the. With her trusty sidekick in the form of a skimpy outfit, she charges into battle headfirst and figures out the details later. And her tenacity is admirable, as she can be knocked down a dozen times. Although being a playboy bunny is an elite achievement and has catapulted many actresses into stardom (pamela anderson, jenny mccarthy), sometimes the title is abused by.