The Highwaymen Make History With 1990 Performance Of “Me And Bobby McGee”

The Highwaymen / YouTube

Comprised of four of the most iconic names in country music history, The Highwaymen were a force to be reckoned with. Kris Kristofferson, Johnny Cash, Willie Nelson, and Waylon Jennings made up the iconic supergroup who forever changed the game of classic country music.

The Highwaymen took the stage for a legendary performance of the classic tune “Me and Bobby McGee” originally penned by Kristofferson with the help of Fred Foster. The four icons’ delivery of the song was nothing shy of perfection – as could be expected with such a massive amount of talent all sharing the same stage.

While Kristofferson may have written “Me and Bobby McGee,” the song was originally recorded by Roger Miller. The song has been covered countless times by artists from all walks of life including Janis Joplin and the Grateful Dead.

The song tells the story of a couple of drifters who find romance as they travel across the nation before tragically parting ways.

You can listen to their version below.

Save this article!
Get this sent to your inbox, plus get new articles & videos from us every week!
Please enable JavaScript in your browser to complete this form.

About the Author

Jennifer Pernicano

Hi! I'm Jen, a Southern California-based country music fan. One of my favorite things to do is go to a country concert and experience the art of storytelling in person. There truly is nothing else like it!

This post may contain affiliate links. Please read our disclosure policy.