Recapping the 2010 Kentucky Derby – Best (and Worst) Hats of the Year

I’d be lying to you if I said that I knew, or even cared, who won the Kentucky Derby on Saturday. Had I not had this little thing called “graduation” to attend to, I would have made the trip down to Louisville for the second straight year to take part in the giant tailgate that is the infield at Churchill Downs. Last year’s Derby was an amazing experience, one that taught me that people care about three things at Derby: booze, boobs, and hats.

Today, we’re recapping the least important of those three, mostly because it’s a lot easier to post pictures of hats than the other two when I type posts at work. Anywho, here are some of the best (and worst) hats at this year’s Kentucky Derby.

Calvin Borel wife

Jockey Calvin Borel’s wife went pretty conservative with her hat this year. This picture is really only noteworthy because (a) Borel won the race (I think), and (b) apparently he’s standing on a stool (or still sitting on the horse) to kiss her, because he’s like 4’3″.

Marisa Miller

Let’s face it, you don’t care about Marisa Miller’s hat.

garbage bag

The fancy hat and garbage bag poncho look is really working for her.

Jessica Simpson

Yeah, they’re still bigger than the hat.

Amazing hat

I don’t know if I’m proud or embarrassed that this hat (and woman it’s wearing) are from Michigan.

Girls making out

There’s a hat there, it counts.

Check out the best of the men’s hats after the jump…

Thankfully, the recent advances in gender equality have given men the same opportunities to have very little dignity as women, as shown by this dude’s hat (and dress), and the old guy below.

Dude hat

Old guy

Snoop Dogg

Nice to see Snoop Dogg taking in the Derby action.

Derby hats and jackets

Pairing the Derby hat with an equally ridiculous Derby jacket is a fine art, one that these guys seem to have mastered.

Slash look-alike

The Slash hat (along with the glasses and hair) is always a good play.

Hat + cupholder

Hat + cupholder = win.

If you find any more ridiculous hats that we should look at, post a link in the comments. There’s plenty to go around.

[The Examiner]

[Kentucky Derby]

[Pub Club]

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