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My favorite flats have a hole. An honest-to-God, foot-touching-the-streets-of-Manhattan-on-the-walk-from-work-to-the-library-to-Bloomingdales-to-book-sale-then-cross-town-to-bus-stop HOLE on the bottom. Perhaps I might need new shoes. Like these, for example. I'm pretty sure Jesus made them.

From top, Prada $ tears, Prada $ whine, Louboutin $ wail, all Bluefly.com