WAYLON JENNINGS GAVE UP HIS SEAT ON THE PLANE THAT KILLED BUDDY HOLLY. THE LAST THING HE SAID TO BUDDY WAS A JOKE. HE SPENT 43 YEARS WISHING HE COULD TAKE IT BACK. February 3, 1959. The Winter Dance Party tour. Buddy Holly chartered a small plane to escape the freezing bus. Waylon, just 21 and playing bass in Buddy’s band, gave up his seat to J.P. “The Big Bopper” Richardson, who was sick with the flu. Before boarding, Buddy teased him: “I hope your ol’ bus freezes up.” Waylon shot back: “I hope your plane crashes.” Hours later, the plane went down in an Iowa cornfield. Buddy was gone at 22. Waylon never publicly forgave himself. He carried that sentence — five careless words between two friends — until his own death in 2002. Some jokes become life sentences.
Waylon Jennings and the Joke That Never Left Him Some stories in country music feel larger than life. This one feels painfully human. Long before Waylon Jennings became one of…