Willie Nelson has been playing the 1986 video for his pro-immigrant song 'Living in the Promiseland' before his shows on ...

In one hilarious 1988 interview with SPIN, Waylon recalled the time that a promoter booked him for a show with Conway Twitty. Because of some confusion, Waylon ended up appearing on a show that was ...

Of course, Waylon scored a huge hit with his 1977 song that features Willie Nelson called “Luckenbach, Texas (Back to the Basics of Love),” which they put out at the height of outlaw country movement.

However, their actions make it more than just meaningless posturing. Many outlaw country artists live the lives they sing about.

Chris Stapleton, Sheryl Crow and the McCrary Sisters joined Willie Nelson onstage to close his hour-long set on the Outlaw Music Festival at Franklin's FirstBank Amphitheater.