68 Photos Of Badly Dressed Celebrities, Large Hats, And Drunk People At The Kentucky Derby

Horses aside, this race is about three things: famous people, headgear, and getting trashed. Here, a complete photo recap of the Derby.

First, the celebrities.

Debra Messing.

Debra Messing.

Oh this is even worse than her terrible "Smash" outfits.

(Getty Images / Michael Loccisano)

How'd she get tricked into this?

How'd she get tricked into this?

Is this the celebrity's version of "what was I thinking when I was drinking last night?" Instead of like, "what ex-boyfriend did I text," what crazy-looking red people did I pose for photos with?

(Getty Images / Theo Wargo)

Gail Simmons

Gail Simmons

I think she was there to plug tea that comes in a salad dressing bottle — an occasion that makes this outfit absolutely outstanding. (I'd have shown up in a tracksuit were this my duty.)

(Getty Images / Michael Loccisano)


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