Launched in 1999 with a men's sportswear line, Diddy's highly successful Sean John brand won a CFDA award in 2004 and continues to bring in $400 million in U.S. retail sales annually. This year Sean John added women's apparel, underwear and loungewear. "I design for a woman who's into being sexy, who likes going out, is a trendsetter but at the same time has a level of sophistication beyond trends," says Combs. The line includes casual hoodies, shirts, pants and dresses. While this one-time Grammy award winner isn't nominated this year, we'll be looking for him on the red carpet showing off his sharp sense of style, as always.