42. Carlos Santana
Carlos Santana was the singular force that made southwestern and Mexican gear a huge trend for stylish icons in the '60s and '70s. He cultivated a highly original style that mashed together his Mexican roots, the hippie movement, and too-cool rockstar. As the most popular musician to infuse a Latin vibe into his rock, he paved the way for guys to look outside their immediate world for musical and style influences from all over the world.