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In the late 1980s, Waylon Jennings joined the country supergroup The Highwaymen, which also included Johnny Cash, Willie Nelson, and Kris Kristofferson. The group released two albums, Highwaymen (1985) and Highwaymen 2 (1990), and toured extensively. The Highwaymen was one of the most successful country supergroups of all time, and their music continues to be popular today.