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Gallery: Celebrities Dressed Like Homeless People

25. Keith Richards

Keith Richards is kind of like the godfather of dressing like a homeless guy. We're pretty sure that the patron saint of shabby chic has never actually been seen not dressed like a hobo. That's why we had to put him so low on the list. In a way, he isn't dressing like a homeless person as much as he is dressing like a Keith Richards.

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