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On August 16, 2008, Madonna turned 50 -- and that means 50 years worth of fashion. You don't hold on to the title of "Material Girl" for two and half decades if you don't have style -- but that doesn't mean she hasn't weathered her share of fashion don'ts.

Take this look from her Rock and Roll Hall of Fame induction earlier this year. You can't fault those gams, but for a gal who was born in the '50s, didn't anyone tell her a lady wears a slip? (Getty Images)
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