Related Information for Highwaymen There are two artists that shared this name 1. The Highwaymen were a country supergroup comprising of four musicians well-known for their pioneering influence on the outlaw country subgenre: Johnny Cash, Waylon Jennings, Willie Nelson and Kris Kristofferson.2. The Highwaymen were a collegiate folk group from the 1960s who had a significant impact on the folk scene of that time and remain famous for the song "Michael" and "Cotton Fields." Formed in 1958 while the.. read more