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 ...

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

In 1990, Kris Kristofferson and The Highwaymen performed their hit song "Highwayman" during a sold-out concert in New York.

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

“I used to play on a lot of gospel sessions,” Wonder would later say of those days — just one of the many kinds of music in whose styles he would later write classic songs, many of them on ...

There’s no better songwriter alive than Kris Kristofferson,” Willie Nelson, bandmate alongside Johnny Cash and Waylon ...

Introduced in Season 2, the Highwaymen is a faction in XDefiant that you can unlock by playing. But you'll have to grind. A ...

Kris Kristofferson might have been too handsome for his own good, but he helped country music find a new path.

Country Music Hall of Fame-inducted Grand Ole Opry member "Whispering" Bill Anderson discusses the impact of Kris Kristofferson's artistic legacy.

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

Kris Kristofferson, who died Saturday at the age of 88, is being remembered by his "A Star is Born" co-star Barbra Streisand ...