3. To Lefty from Willie by Willie Nelson Like his longtime friend, collaborator, and fellow country legend Waylon Jennings, Willie Nelson released several immortal albums during the 1970s.

The man on the cover of Willie Nelson’s 1970 album, Both Sides Now, is hardly recognizable as the pigtail-clad, marijuana-smoking outlaw we know and love Nelson to be today.

When Willie Nelson and Waylon Jennings met at a Tempe nightclub in the 1970s, neither knew it was the beginning of an outlaw country revolution.