Gene Autry is considered the second biggest influence on country music after Jimmie Rodgers. Known as the "Singing Cowboy," Autry starred in an absurd number of movies from the 1930s to the 1960s, and is widely credited with bringing country music to the attention of a national audience.

As the genre's biggest stars on the big screen and on TV, it's a damn good thing Autry dressed the way he did. In cowboy gear that was both practical and looked good, he was the archetype of the straight-shooting hero who personified bravery, honor, and style.