High Quality Content by WIKIPEDIA articles! Waylon Arnold Jennings (June 15, 1937 – February 13, 2002) was an American country music singer, songwriter, and musician. Jennings began playing at eight. He began performing at twelve, on KVOW radio. Jennings formed a band The Texas Longhorns. Jennings worked as a D.J on KVOW, KDAV and KLLL. In 1958, Buddy Holly arranged Jennings` first recording session, of "Jolie Blon" and "When Sin Stops (Love Begins)". Holly hired Jennings to play bass. Jennings unintentionally missed flying with Holly, The Big Bopper and Ritchie Valens on the charter flight that killed them. Before takeoff, responding to a joke by Holly about the bus trip that Jennings faced, Jennings told him that he hoped his plane crashed.