182 Casual Hats Looks
Chris Brown lent a vintage flair to his outfit by wearing a newsboy cap as he exited from Hooray Henry's.
Kix Brooks looked cool at the Kentucky Derby Moet & Chandon toast in his black cowboy hat.
James Lesure added some flair to his casual get-up with a patterned brown ivy cap when he attended the 'Iceman' premiere.
Funny man Jason Sudeikis classed it up with a traditional wool newsboy cap.
Alex Clare donned a tweed newsboy cap for a more casual red carpet look at the 2013 Brit Awards.
Bachelor Sean Lowe wore a simple black v-neck sweater to an interview with 'Extra.'
Austin Dillon wasn't afraid to flaunt his western roots in a black cowboy hat at the CMT Music Awards.
Luke Bryan pulled his look together with a straw cowboy hat at the Kentucky Derby Moet & Chandon toast.
Tim McGraw chose his signature black cowboy hat for his suave look at the ACMs.
Slash's black leather newsboy cap at the Stuart House benefit was a perfect blend of cute and edgy.
Leonardo DiCaprio looked all set for a relaxing day in his casual outfit and straw hat.
A backwards newsboy cap was the hat of choice for British actor Jeremy Irons.
Robert James Ritchie
Robert James Ritchie didn't wear the traditional pastel suit, but at least he donned a straw hat at the Kentucky Derby Moet & Chandon toast.
Stephen Uppal went matchy-matchy at the BritWeek Celebrates Downton Abbey event with this tweed jacket and ivy cap combo.
John Mayer seemed to be channeling the '70s with this suede walker hat.
Leonardo DiCaprio kept his handsome face hidden with a gray ivy cap and a pair of shades during a trip to Tokyo.
Wide Brimmed Hat
Bruno Mars played it cool during a 2013 Grammy performance when he wore a classic wide brimmed hat.
David Beckham looked anything but casual in this classic tweed newsboy cap while walking the London streets.
Clay Walker complemented his dapper suit with a black cowboy hat at the Kentucky Derby Moet & Chandon toast.
Ian Somerhalder rocked a tweed newsboy cap while visiting Berlin for a press conference.
Paul McDonald got back to his country roots with this folk-inspired walker hat.
Johnny Depp is known for his affinity for hats like this gray walker hat he donned for 'The Late Show with David Letterman.'
LL Cool J
LL Cool J paired a casual newsboy hat with a classic white tuxedo at the 2013 Grammy's Awards.
Tim McGraw got back to his country roots with a black leather cowboy hat.