Best Dressed Politician (2008)

John Hickenlooper

Although he's known more for his scooter and his goofy grin, Mayor John Hickenlooper has stepped firmly into the spotlight as the state's fashion leader. In September, Hizzoner looked dashing in Esquire magazine's fall fashion special wearing a $1,275 Armani suit, a $575 Dolce & Gabbana shirt and a $160 Prada tie. But in the new year, Hickenlooper proved that casual is also cool when he was photographed in his jammies and fuzzy lion slippers at the annual PJ Day homeless fundraiser, and then at another event in an unbelievably loud red, yellow and blue cowboy shirt depicting the Denver flag. Keep your eye on the catwalk as the mayor moves Denver fashion-forward.

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