Introduction

It seems there might be a mix-up. “A Boy Named Sue” is not associated with Kris Kristofferson or the Highwaymen; instead, it’s famously performed by Johnny Cash. Written by Shel Silverstein, the song became a major hit for Cash, known for its humorous narrative about a boy named Sue seeking revenge on his father for giving him a girl’s name.

However, if you are looking for songs involving Kris Kristofferson and the Highwaymen, a notable track would be “Highwayman,” written by Jimmy Webb. The song became the signature tune for the supergroup comprising Kristofferson, Johnny Cash, Waylon Jennings, and Willie Nelson. Released in 1985, “Highwayman” features a unique structure with each member singing a verse, narrating the life and reincarnations of different characters—a highwayman, sailor, dam builder, and starship pilot. It reached number one on the Billboard Hot Country Songs chart and earned a Grammy Award for Best Country Song in 1985.

The Highwaymen’s formation emerged from their shared desire to create music together, stemming from a collaboration during a TV special in Switzerland. Their rendition of “Highwayman” and the associated album helped cement their legacy as outlaws in country music, merging the talents of four legendary artists into one cohesive act. The group’s influence continues to resonate in country music history as a powerful representation of unity and artistic freedom.

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