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


"This is a guy who really cares about his clothes," says Kaufman of Grammy-winning singer Usher. From a dandy white suit with matching sneakers to a preppy sweater and jeans, Usher "mixes it up. He can go very Frank Sinatra or hip-hop."