Ice Cube's Doughboy wore a Detroit Tiger's ball cap in Boyz in the Hood that is almost as iconic as the film itself.
Speaking of Tiger caps...
Magnum has a sweet Ferrari, a sweeter mustache, and a sweetest-of-all Detroit Tigers cap.
Okay, the mustache is the sweetest part of Magnum PI.
People always talk about the hover boards, but my favorite part of Back to the Future II was the self-drying jacket and the color-changing cap. Marty McFly Jr. was styling.
Of all the hats on this list, Forrest Gump's Bubba Gump Shrimp Co. cap definitely has the most mileage. And unless Forrest made frequent stops at laundromats, I'm guessing it is also the smelliest.
Out of all the hats on this list, this is the most iconic. And the coolest. And the best.
Blossom's hats were Etsy before Etsy was even a thing. They made Jo-Ann Fabrics the American Apparel of the '90s.
The perfect hat for any fan of Louise. Or any fan of Bob's Burgers in general. Or any fan of rabbits.
Whenever Walter White put on the pork pie, you knew he meant business. This hat is the one who knocks.
Jake and Elwood were two sharp-dressed men. And every sharp-dressed man needs an equally sharp hat. Enter the fedoras.
Where did you even find that gigantic brim? You're killing me Smalls!
Out of all the South Park headwear, Kyle's ushanka is the most iconic. No other hat on that show could tame Kyle's giant 'fro so easily.
This is the most terrifying hat of all time. Jamiroquai's ranks as #2.
Steve Zissou and his crew wore red beanies before they were cool. Take that, hipsters!
Wayne's cap says "Wayne's World." It's the perfect cap for party time. It's excellent.
Charlie Chaplin's Tramp had a signature bowler that still looks cool today!
The mustache, however, has aged poorly.