77th Annual Academy Awards: Best and Worst Dressed Men
Sean "P.Diddy" Combs: Our Pick for Best Dressed "The ladies can't have all the fun," proclaimed the always sartorially chic Sean, our pick for the best-dressed gentleman on the red carpet. And P.Diddy gets extra props, since his velvety black tuxedo came straight from his own self-created Sean John line: "I designed my suit--it's part of the red carpet collection," said Sean, "so I'm here as an actor and a designer and a presenter and a musician!" Sean bling-ed up his otherwise traditional look with his own custom-designed diamond bracelet, diamond rings, diamond cufflinks from Jacob the Jeweler, and a weighty Paiget watch. "I'm a little flashy at times," he grinned. The hyphenate also eventually admitted he had a hand in outfitting another of Oscar's most sharply dressed men, host Chris Rock, in a black Sean John tux and white-on-white shirt and tie: "Maybe I'm being too humble," he mused. "I designed the host of the show's suit!" 
Leonardo DiCaprio Slicking his hair back Howard Hughes-style, Leonardo looked every bit the leading man--and ladies' man--in his sleek Prada suit and straightforward black tie, accentuated by four-carat emerald-cut diamond cufflinks set in white gold worth $24,000 by Jacob the Jeweler. "To tell you truth, I could really care less about fashion," admitted Leo. "It's fun and all, but I just do not get into it. But I had to get the best duds on today." 
Jamie Foxx If his performance as Ray Charles was an uncanny recreation, Jamie's Oscar fashion statement was 100% original. The Best Actor chose an unconventional deep blue Oswald Boateng with black pinstripes that made him stand out amongst the black tie tradition as he stood out against his acting competition. He gave the look his special sheen with a black and white diamond watch valued at $57,000, a diamond ring set in platinum and red gold worth $11,000 (all by Chris Aire) and diamond-accented sunglasses. And for a touch of sentiment, Penny Preville customized 18 karat white gold and diamond cufflinks containing the initials of both Jamie's grandmother and his daughter. 
Clive Owen In a sea of traditional black menswear, only Clive looked as if he were born to wear a tux in his one-button Giorgio Armani suit with satin peak lapels, paired with a classic white evening shirt and velvet necktie. Somebody talk him into playing James Bond immediately. 
Johnny Depp We know Johnny's 70s-wedding inspired ensemble has landed him on a lot of the Worst Dressed lists already, but hear us out: didn't he show up looking EXACTLY how you kinda always hope Johnny Depp will look? His clothing combo--including a custom-made cobalt blue and black-trimmed tux, snazzy black-and-white spectator shoes, Neil Lane's platinum, diamond and onyx cufflinks and a dangling sterling silver skull keychain--perfectly embodies Depp's appeal: fun to watch and one of a kind. And Some of the Worst…
Spike Lee's glasses were of the Coke-bottle variety, but even that doesn't excuse his myopic pairing of a sophisticated white Dolce & Gabbana suit with a Shriner-style black fez and the new Air Jordan sneakers; Sure, we all snicker at Counting Crows front man Adam Duritz's "Sideshow Adam" hairstyle, but the true travesty was his colorblind combination of psychedelic styles--what a waste of an Armani jacket; Robin Williams has always balanced a fine line between comedy and tragedy, and so did his outfit, with its Pepto-Bismol colored shirt, unraveling bow tie and outmoded duster-length jacket--we laughed, and we cried; and then there was laugh-a-minute Sean Penn and his open-shirted, chest-hair-friendly approach to formal wear--perhaps he loaned his tie to Jude Law?
