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From conquering continents in bicornes to fighting rival mobs in fedoras, hats were once essential to men's fashion. So how did headwear go from saving lives to covering bald spots? It's a story ...

Hats have been part of the Kentucky Derby experience for 150 years, but as fashion trends evolve, so do the hats at Churchill Downs. Women's hats have evolved more than men's hats, for the most part.

Adding their own twist on mainstream looks, women donned furs and beaded dresses while men experimented with tailored fabrics, pristine fedora hats, two-toned oxfords and billowing silhouettes.

Fellas are encouraged to get dapper for the Kentucky Derby with a hat of their own. Rassi suggests a variety of hats for men, ranging from a porkpie to fedoras, boaters, Newsboy caps and flat caps.

Adding their own twist on mainstream looks, women donned furs and beaded dresses while men experimented with tailored fabrics, pristine fedora hats, two-toned oxfords and billowing silhouettes.

"Forget boring fedoras. Think structured hats with handcrafted detailing, vintage riding caps with a modern twist, or even bold bandanas tied under the chin—a nod to cowboy cool meets couture.

Hats are a must-have accessory for men at the Derby, with Panama-style straws, fedoras, and trilbys being popular options.

In fact, in the year 1900, over 42 million hats were sold—more hats than there were adult men. Styles like the fedora, the homburg, and the flat cap flourished, and most men owned multiple hats.

Utilize Accessories Wisely Accessories can make or break an outfit, and for short men, they're essential tools for creating balance and drawing attention where it counts. Choose hats that fit your ...