Derby Dashery! Kentucky Caps Through The Years

The Kentucky Derby is only a few days away, and while we don’t have any idea what horses or jockies will be competing at the races, we do have something to look forward to: the hats, the dresses, the hats… Did we mention how excited we are about those hats?

Earlier this month we got our dose of Derby Hat love with photos from this year’s Australian Derby Day. Rest assured, we’ll be bringing you photos of our favorite Kentucky Derby hats, but for now, marinate on Derby outfits past. From the elegant to the absolutely ridiculous, here are our favorite Derby pictures.

May 2009:

Bethenny Frankel sporting a pastel pink pantsuit.


Lynn Whitfield. I’m not sure if that is a hat or a sea urchin. Either way, she should take it off. Immediately.

NEXT: 2008

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