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Iliac Checked Gingham Fedora

Although his role at the headliner of the Las Vegas PGA Tour stop recently came to a close, Justin Timberlake remains one of golf's most influential ambassadors to the culture at large. As the game's most prominent fedora-wearer, these retro lids should remain in style until he says they're out. Of course, not everyone's a JT fan—other fedora advocates from the style vault include Chi Chi Rodriguez, Sean Connery as 007, and even, on certain occasions, Ben Hogan. Bert LaMar's Iliac Golf makes a good one—woven for breathability and with a natty gingham band. Beats a sun-faded baseball cap every time.

$140, iliacgolf.com

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