Hollywood's Stylish Bachelors

From well-tailored Tom Cruise to hippie-chic Bo Bice, check out the most fashionable single celebs, as selected by PEOPLE fashion expert Susan Kaufman. By Serena Kappes

JUSTIN TIMBERLAKE

Pop star Justin Timberlake is eons away from the matching boy-band outfits he once sported. "He's got a little of that cool rock boy in him with the leather jacket and the vintage tee," says Kaufman. But also, "it's about being comfortable and relaxed" – and even on the golf course, he still looks hip.