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The Kentucky Derby’s 30 Most Awesome Celebrity Hats

At this weekend’s Kentucky Derby, the competition isn’t only on the track. Attendees are famous for wearing their biggest, brightest, and boldest hats in an effort to shield themselves from the sun — who are we kidding? — to stand out in the crowd of Churchill Downs. And a lot of those fabulous hats are on the heads of some of our favorite celebrities. From European fascinators to traditional straw hats, stars like Kim Kardashian and Paula Patton embraced the chance to embody true Southern elegance. Even Joey Fatone joined in on some fashion fun by sportingĀ a feathered hat when he attended the Kentucky Derby in 2010. Before we sit down and tune in to the 138th Kentucky Derby race, let’s take a look at the 30 most awesome hats we’ve seen in recent years.

[Photos: Getty Images]

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Obama Wins Hearts of Hollywood, McCain Gathers Cracksquad

While we’re not suggesting our readers cast their votes in November based on celebrity endorsements, we feel it’s worthwhile to highlight the teams building on both sides. Among the A-listers, music legends and social activists that count themselves as (outspoken) supporters of Senator Barack Obama: Oprah Winfrey, will.i.am., Halle Berry, Stevie Wonder, Bono, Alicia Keys, Ben Affleck, Scarlett Johansson — to name a few.

Senator John McCain‘s Tinseltown fan club seems much less proud of their candidate (we had trouble finding ANY photos of celebs donning McCain gear), and includes The Nanny, The Terminator, Rambo, the goth girl from The Breakfast Club, Doyle of Bio-Dome, and Hills antagonist Heidi Montag.

Sounds like six more reasons we will not be attending the Republican National Convention next week. See photos of the loud and proud Obama followers below:

[Photo at top: MGM Home Entertainment, Sony Pictures Home Entertainment, Universal Home Entertainment, Lionsgate, Pacific Coast News]