8. Frank Lucas
Frank Lucas is your favorite rapper's favorite drug kingpin. Most of the time, his style was as plain as possible to escape any unwanted extra attention, but the dude who controlled the Harlem hurrwon trade had the stacks to dress as the most dapper man in any of the five boroughs. Immortalized by Denzel Washington in American Gangster and numerous hip-hop lyrics, the real Frank Lucas did collect numerous full mink and chinchilla get-ups, but rarely stepped out in them. Still though, you can't deny that Harlem's own had serious style even if he chose his style battles cautiously.