SAMUEL L. JACKSON
Nominated for best dressed at June's MTV Movie Awards in L.A. (he lost out to J.Lo), the Shaft star topped off his ensemble with one of his signature Kangol caps.

RYAN PHILLIPPE
Preferring "to be a little incognito," according to his rep, the actor shifted into low headgear with a snug knit hat and a pair of Clark Kents for December's L.A. premiere of Traffic.

STEPHEN BALDWIN
"It had a little bit of an attitude to it," says Baldwin (at a Manhattan fashion show in February) of this $800 reversible cowboy hat made of alligator and deerskin from Shapes by Anton. "I like to have fun with that sort of thing now and again, and I'm one of the few guys that can get away with it."

JAMES GANDOLFINI
While he'd never willingly swim with the fishes, The Sopranos star was happy to sport a fisherman's hat at a pediatric AIDS benefit in New York City's Central Park in April.

USHER
The Imelda Marcos of hats—"I own thousands," says the R&B star (outside a London club in January)—admits he picks up a new one "every time I hit the mall."

CHRIS ROBINSON
Kate Hudson's hubby, Black Crowes frontman Robinson, put a lid on his trademark bohemian style at a Versace perfume launch in London last February.

DAMON WAYANS
At the October premiere of Bamboozled in New York City, Wayans, who recently finished shooting Marci X with Lisa Kudrow, was fashion-forward in a backward cap.

CHRIS NOTH
Sex and the City's Mr. Big needed little more than this red-hot headpiece to ward off a December chill following a Manhattan screening of Cast Away.

JOSH HARTNETT
Intent on flying below the media radar at January's Sundance Film Festival in Park City, Utah, the Pearl Harbor heartthrob knew the drill when it came to dressing casually.

WESLEY SNIPES
At the October premiere of Jackie Chan's The Legend of Drunken Master in New York City, Snipes stood out in a sober black number.

BILLY F GIBBONS
An avid collector of rare African hats, like this one from Cameroon made of braided cords of cloth, 11 Top's Gibbons (at L.A.'s Cars & Stars Gala in June) says the head covers are "cool to look at and surprisingly cool to wear."

JOE PANTOLIANO
The Sopranos' Pantoliano, who provides the voice of scruffy pup Peek in Cats & Dogs, brimmed with excitement at a July benefit for the film in L.A.