In nine seasons as an "American Idol" judge, Simon Cowell proved to be a timeless classic in clinging T-shirts, high-waisted pants, and a thatch of hair that could scour a pot. But really, did he need anything more? His insults could turn karaoke queens into raging furies, and his praise could get a crowd whooping and hollering. Everyone likes the "Idol" Cinderella story, but millions also tuned in to watch Simon cut through false bravado, unfeeling melodies, and panicked warbling with a machete precision. So why doesn't he dress as sharply as he speaks? Rebellious as a teen and conniving as an adult, Simon reveled in his early career as a fast-track mogul, swigging Dom Pérignon, driving a Porsche, and wearing Armani and Versace. But when he crashed and burned and had to move back in with mum and dad, the crushing humiliation of failure and debt stamped a lasting fashion legacy. In any case, what Simon wears best is arrogance. Take a look at his monochromatic rainbow over the years.
Check out Simon Cowell's "American Idol" fashions.