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The Most Ridiculous and Funny Kentucky Derby Hats The Wife Hates Sports Could Find

By |2018-10-27T16:08:00+00:00April 29th, 2010|6 Comments

The Kentucky Derby is coming – and that means horses, photo finishes, Triple Crown hopes, gambling, partying and last but not least, off-the-wall, ridiculous Kentucky Derby hats.

Take the following hats, which after combing the internet and watching a number of races over the years, these famous Derby tops are the cream of the crop.  The Wife Hates Sports chooses these as the most off-the-wall, amusing and hysterical of the bunch.

In regards to the woman with the fluffy yellow hat, someone may want to go and check on the health and well-being of San Diego’s mascot ‘The Chicken’.

Or the the girl with the Kentucky Fried hat… it could be worse: At least it isn’t a hat of the Double Down sandwich.

Honestly, with the kind of traffic that comes in with these Kentucky Derby hates, it may need to be an annual post at TWHS.  Sip on a mint julep and look at the ridiculous hats that people continue to wear at this horse race.

Take a look at these Kentucky Derby hats in all their glory…

Top Kentucky Derby Hats

Image Credit: “Flamingo Lady”: Photo by Jamie Squire/Getty Images

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  1. admin May 6, 2010 at 11:51 AM

    He did Amy…
    … and that certainly won’t be the last time – he’s good at it!!

  2. Amy April 30, 2010 at 12:09 PM

    Haha! Dude, he totally burned you. Thanks for the laugh Chris!

  3. admin April 30, 2010 at 10:15 AM


    Ooh, that was the zing of zings… could be the top one of the week. Well played, sir – and I certainly laughed at that one and then was saddened shortly after.

  4. admin April 30, 2010 at 10:15 AM

    Haha, AMY!! Yes, I suppose if there’s any way that you can “rock a horse hat”… then that guy 100% did just that. Hilarious…

  5. Chris Humpherys April 30, 2010 at 8:36 AM

    Dude, it could be worse.

    You could actually see someone in the crowd wearing an Orioles hat.

  6. Amy April 30, 2010 at 12:15 AM

    Those are some outrageous hats. I would never be caught dead in something like that. I do have to say that in the last pic, that guy is totally rocking the horse hat.

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