This month in 1985, The Highwaymen released their first album, 'Highwayman'. Here is the beloved supergroup performing "Highwayman" at Nassau Coliseum in 1990. Listen to more of The Highwaymen: highwaymen.lnk.to/listenYD | Johnny Cash

Waylon Jennings scored his very first #1 song on June 22, 1974, setting the stage for an iconic career. To celebrate this awesome anniversary, watch his grandson Whey Jennings team up with Johnny Cash's grandson, Thomas Gabriel, and perform "Highwayman," a song they originally performed with Kris Kristofferson and Willie Nelson as the supergroup The Highwaymen! We miss you, Waylon. What a life and career you lived. | Classic Country Music