Oprah Winfrey can certainly afford the most expensive and most comfortable shoes in the world, but that didn't stop her from hitting the streets of Manhattan on Thursday – following a cameo on "Good Morning America" – in a pair of smiling frog slippers. The former talk show titan, who's reportedly worth over $2 billion, then went shopping at the Morgane Le Fay clothing boutique in this sloppy ensemble. Apparently, Tim Gunn's Guide to Style was never selected to be part of her infamous book club. (10/25/2012)
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This week's worst-dressed crew includes Oprah, Heidi Montag, and Marisa Tomei. -- By Matt Whitfield, Yahoo! Staff
