“He’s a 42-year-old man who looks great for his age and with the new girlfriend and the wardrobe to match, he’s going for a youthful but sophisticated look,” says PEOPLE style director Susan Kaufman of Tom Cruise. The actor prefers body-conscious clothing like well-tailored suits and fitted leather jackets and jeans. “His look is always pulled together.”
The American Idol runner-up is a Southern rocker through and through. “He’s got the hair, the torn jeans,” says Kaufman of Bo Bice. “Even when he’s wearing a suit, the jeans are still bell-bottomed. It’s definitely a mix of hippie and rock dude.”
“Brad Pitt is a guy who knows fashion and has always worn the best of menswear – like Prada and Dolce amp Gabbana suits,” says Kaufman. When he isn’t dressed up, he enjoys a rough-and-tumble look with scruffy leather and beaten-up boots. “He’s a bit of a rebel,” says Kaufman.
Oscar winner Jamie Foxx spares no expense when it comes to couture. “He’s had suits made on London’s tony Saville Row,” says Kaufman of the actor. “He appreciates the good cut of a well-tailored piece.” And in his casual wear, he loves accessorizing – especially with funky hats.
“Easygoing laid-back SoCal style” is how Kaufman describes the fashion taste of Entourage star Adrian Grenier. Even when he’s wearing a suit, the actor forgoes a tie and dressy shoes in favor of an open shirt and sneakers He’s got “that whole cool guy uniform.”
What’s Ashton Kutcher’s best accessory? Girlfriend Demi Moore. “He looks best when he’s with Demi,” says Kaufman of the actor. His style hallmark: experimentation. The former model “has worn skirts! He can carry off a lot of things that most men wouldn’t think of wearing in a million years.”
“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.”
Extreme Makeover: Home Edition host Ty Pennington is “the chicest carpenter in America,” says Kaufman. “He’s sort of the cute boy-next-door.” And when he’s not in his traditional denim-and-tees garb, he transforms easily into a polished guy. His contrasting pinstriped shirt-and-suit shows “he knows how to pull together a look.”
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.
Country star Keith Urban is “bucking the whole country-and-western cowboy hat tradition,” says Kaufman. Whether in a velvet blazer or a grunge-style army-green button down shirt, the Aussie singer is “more in the bad-boy mode than the good ol’ boy mode.”
“He tries to look like he doesn’t put a lot of thought into his fashion,” says Kaufman of The O.C. star Adam Brody. But it’s clear that he pays attention to style. In a skinny tie and pants, he looks like a ’60s mod and dressed down he works a “neo-prep look” for an indie-rocker vibe.
Debonair is a word that epitomizes Jude Law’s style. “Very few celebrities besides Jude Law would wear a scarf as the neckwear with an evening suit” – and pull it off, says Kaufman. Even when he throws on a cap and a button-down shirt, “he just knows how to pull disparate elements together and make it his own style.”