Hats Off! Daring Derby Fashions

"Playboy" founder Hugh Hefner attended last year's Derby with then-girlfriends Kendra Wilkinson, Bridget Marquardt and Holly Madison. Those hats have their benefit - for once, everyone is looking in the general direction of their faces.

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Hats Off! Daring Derby Fashions

A day at the Derby isn't complete without a mint julep and a tip of your hat -- the crazier your cap, the better. Celebrities and horse fans alike flock to Churchill Downs each year in style.

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