The first time Willie Nelson met Waylon Jennings, he told him to stay in Arizona. At the time, it was still early on in both country legends’ careers, and Jennings was performing at a bar in Phoenix, ...

Of course, they put out a lot of music together over the years, including country classic like Waylon & Willie in 1978, which featured the hit duet “Mammas Don’t Let Your Babies Grow Up to Be Cowboys, ...

As Nelson wrote in his memoir, Roll Me Up and Smoke Me When I Die, he met Jennings in an all-night restaurant in Phoenix, Arizona. He recalled that he saw Jennings perform one night and stuck around ...

Five years ago today, one of the most important and underappreciated songwriters of the Outlaw Country movement died.

Last month RCA’s Outlaws, an anthology of cuts by Waylon Jennings, Willie Nelson, Tompall Glaser, and Jessi Colter, outsold Bob Dylan’s Desire, Lynyrd Skynyrd’s Gimme Back My Bullets, and various ...

Hear songs from Willie Nelson, Waylon Jennings, Kris Kristofferson, Johnny Cash and more, inspired by a new book. By Lindsay Zoladz I’m a sucker for anything remotely related to country music’s outlaw ...

Country legends Johnny Cash, Waylon Jennings, Willie Nelson and Kris Kristofferson formed the country supergroup in 1985 Jack Vartoogian/Getty The Highwaymen made the names as individual artists ...

Willie Nelson's 4th of July picnic is canceled again this year. The annual picnic was scheduled to be held in Luckenbach, a small community about 60 miles north of San Antonio made famous by Nelson ...

Rock & Roll Hall of Famer Chris Shiflett took a circuitous route to his love for outlaw country. He grew up in the eighties, a Southern California kid raised on a steady diet of metal and classic rock ...

“I hope your damned bus freezes up again,” Buddy Holly told Waylon Jennings. “Well, I hope your ol’ plane crashes,” Jennings joked back. This playful exchange took place between famed 22-year-old rock ...

In the mid-1980s, an over-the-hill quartet called the Highwaymen stormed the country-music world. In the Nashville scene of the time, they looked like a bunch of grizzled dopers, which they were. For ...