Nice Hat/Professional Wrestling

WWE wrestler The Undertaker's entire persona would be a lot less creepy and intimidating if it weren't for his Badass Longcoat and trademark wide-brimmed hat together making him look like a gigantic psychotic Amish gravedigger.
- Also the bandanas that he wore as Biker Taker. He even color-coded them to an extent-- when he was wearing red, he was in full-blown Heel mode, while black/dark blue generally were for his Face persona, although the rule wasn't absolute.
ECW Superfan "Hat Guy" is actually an inversion; his straw hat and loud tourist shirts made him look like he's (as Joel Gertner put it) "still hung over from the Reagan administration."
WCW's Buff Bagwell wears that giant top hat during his entrance theme.
The Miz after joining with John Morrison.
Triple H and occasionally Stephanie McMahon would don berets during the McMahon-Helmsley Era/Faction/Regime/Factime. These days Haitch wears a baseball cap.
Along with Shawn Michaels wearing a cowboy hat.
No love for JR and the Resitol? Jerry Lawler and his crown? Paul Heyman and his baseball caps?
No Randy Savage? For shame!
Kurt Angle proudly wears any hat.
Sheamus' Celtic crown that he began wearing ever since he became King of the Ring.
Billy and Bart Gunn/The Smokin' Gunns with their cowboy hats. The Berserk Button aspect was invoked when the Heavenly Bodies invaded and then made fun of and finally stomped on those hats, prompting a No Holds Barred Beatdown.
John Cena and his many baseball caps, available at WWEShop.com
- Much more impressive to some when he wore fitted caps (as opposed to the adjustables he wears as "Super Face" Cena) that matched his throwback jerseys