14. Easy Rider
Year Released: 1969
Directed By: Dennis Hopper
Starring: Peter Fonda, Dennis Hopper, Jack Nicholson, Antonio Mendoza
When analyzing the many branches of Americana, you must discuss Easy Rider and it's steadfast influence on the everyman's wardrobe. The late 1960's road film encapsulates the rise and fall of a truly free-spirited style decade and the stirrings of change. The counterculture hero was born, riding the fine line between iconic and satire, bringing forth stars & stripes, motorcycle gloves & boots, treated leather and Jack Nickelson's white desert suit.