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According to his autobiography, Willie Nelson smoked marijuana on the White House roof with “a staff member” (who was really President Carter’s son).

Waylon Jennings and Caroll Spinney, who played Big Bird (and Oscar The Grouch), were good friends.

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We’re just two lost souls swimming in a fish bowl year after year – Pink Floyd “Wish You Were Here”, 1975
The Rolling Stones’ sax player Bobby Keys, Outlaw Country legend Waylon Jennings, and Rock & Roll originator Buddy Holly all lived in the same neighborhood in Lubbock, Texas & were friends before each was famous. Jennings & Keys both played with Holly’s backing band The Crickets (though Keys did after Holly’s death).
Someone told me there’s a girl out there with love in her eyes and flowers in her hair – Led Zeppelin, “Going to California”, 1971

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