Star Guys: Shabby or Chic?

For years, Hollywood's leading ladies have been mixing high-end designer clothes with casual pieces – and now the guys are getting into the act, pairing dressy jackets and pants with scuffed shoes and logo tees. Take Justin Timberlake, who favors everything from Abercrombie & Fitch to Roberto Cavalli. Check out the looks on fellow It guys, including Jake Gyllenhaal and Leonardo DiCaprio.

ADAM BRODY

The O.C. star pairs an iridescent button-down shirt and black dress pants with everyday Chuck Taylors and an olive knit cap for an appearance at the Starsky & Hutch premiere in L.A.