When country music’s Mount Rushmore; Johnny Cash, Willie Nelson, Waylon Jennings, and Kris Kristofferson; joined forces as The Highwaymen, magic happened. Their 1990 live performance of “A Boy Named Sue” at Nassau Coliseum isn’t just a concert moment; it’s a masterclass in storytelling from four legends who turn Shel Silverstein’s humorous tale into a roaring, crowd-thrilling anthem.
Cash takes lead vocals on this iconic track, his booming voice perfect for the angry protagonist’s tale. The chemistry between the four legends is electric; Nelson’s sly grin, Jennings’ steady rhythm and Kristofferson’s amused glances create a once-in-a-lifetime moment. The crowd’s explosive reaction to every punchline proves why this supergroup was country music’s ultimate dream team.
The Highwaymen – A Boy Named Sue (Live 1990)
Fans call this “the definitive version” of the song, with comments praising how Cash’s delivery makes the crowd erupt at every line. Many note this performance captures the golden era of country outlaw music, when these titans ruled the stage. The visible joy between the musicians makes it feel like witnessing history.
While “A Boy Named Sue” brings the laughs, The Highwaymen’s take on “Folsom Prison Blues” delivers chills. Both showcase Cash’s genius for character-driven narratives; one playful, one haunting; amplified by the powerhouse vocals and instrumentation of country music’s most legendary supergroup.
The Highwaymen – Folsom Prison Blues (Live 1990)
The group’s rendition of Cash’s prison anthem is pure electricity; trading verses and harmonizing on the iconic “I shot a man in Reno” line, they transform the solo classic into a triumphant group performance; Willie’s signature guitar licks and Waylon’s growling backup vocals create a version that stands alongside Cash’s original recordings.
Relive The Highwaymen’s legendary collaborations through official channels featuring rare concert footage and behind-the-scenes moments; these archives preserve the magic when country music’s four most rebellious spirits joined forces creating performances that still define what outlaw country means today.