"Waylon and Willie, great friends, were forever egging each other on," states the official listing for the auction, hosted by Guernsey's auction house. "Both giants in the world of American popular music, they also took every opportunity they could to share lighter moments with each other. Among the excesses of life on the road, drugs and alcohol were a part of Waylon's life until 1983, when he saw the light and gave up his cocaine habit."
"Johnny and June Cash held a 'sobriety party' for Waylon in honor of the occasion," it said. "To cheer on his friend, Willie Nelson cut off his trademark braids and gave them to his wife, Connie, who then presented them to Waylon as a gift."
Nelson and Jennings collaborated on the '70s singles "Mammas Don't Let Your Babies Grow Up to Be Cowboys," "Good Hearted Woman" and "I Can Get Off on You," the latter of which referenced pot, cocaine, pill and alcohol abuse.
Nelson, now gray-haired, has sported his trademark braids for decades. In 1988, Playgirl magazine dubbed him the No. 1 "sexiest country singer," saying, "Those braids just beg to be unbraided."
He has, however, occasionally appeared with his hair loose and also had a large chunk of it cut in 2010.
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