43. Pete Doherty
Band: The Libertines; Pete Doherty
Substance abuse problems aside, what makes Pete Doherty's style so good is that it's effortless. He might look like he just rolled out of bed and threw whatever on-because he probably did. The thing is, it still looks pretty put together. Perhaps his secret to looking rakish instead of like a hot mess is the fact that he usually accessorizes with a hardly-tied scarf and a perfectly askew fedora. That hat is almost an English version of T.I.'s beanie. Almost.