4. Jimmy Martin
Jimmy Martin was known for two things: being the "King of Bluegrass" and having a personality that unpredictably swung between being a violent asshole and being the exuberant life of the party. Martin's fun-loving and hard-partying persona was definitely reflected in his wild style of dress. From the impoverished countryside of Tennessee, Martin showed off his success and personality in bright garish customized suiting that upped the fashion ante on all his contemporaries.