Watch The Highwaymen make their Farm Aid debut in 1992 with their signature hit "Highwayman" without Johnny Cash.

Willie Nelson and Kris Kristofferson were friends for years, even performing in the country supergroup the Highwaymen together. Nelson, along with many of his country music peers, have spoken very ...

After a night of drinking with Harry Nilsson, Jimmy Webb wrote the song “The Highwayman.” Released in 1977, the song came in a dream to Webb, the singer and songwriter behind Glen Campbell‘s “Wichita ...

Kristofferson leaned into the outlaw identity in the 1970s, and in the process, helped Willie Nelson build Austin as an ...

Watch Kris Kristofferson's final performances, 'Loving Her Was Easier' and 'Help Me Make It Through the Night,' at Willie Nelson's birthday concerts.

Hear songs from Willie Nelson, Waylon Jennings, Kris Kristofferson, Johnny Cash and more, inspired by a new book.

The country singer and songwriter, who died on Saturday at 88, tucked enduring aphorisms into tales about facing up to loss.

"It is with a heavy heart that we share the news our husband/father/grandfather, Kris Kristofferson, passed away peacefully ...

No friendship is always sunshine and rainbows, and a friendship where you work together will likely hit a few more bumps along the road. No group knew how to hash it out and still hug each other after ...

Tributes have been paid to Kris Kristofferson, the award-winning country singer and actor following his death at the age of ...

Singer-songwriter Kris Kristofferson passed away at 88, leaving behind a legacy of influential music and profound connections ...

Singer-songwriter Kris Kristofferson, whose poignant lyrics made him a country music legend and whose ... Kristofferson's final performances came during Willie Nelson's April two-night 90th ...