18 Country Singers Who’ve Been Married the Most Times18 Country Singers Who’ve Been Married the Most TimesThey know the heartbreak they sing about.Sterling WhitakerSterling Whitaker
35 Songs That Prove Country and Rock ‘n’ Roll Go Hand in Hand35 Songs That Prove Country and Rock ‘n’ Roll Go Hand in HandEver since Elvis' very first Sun Studios recording sessions, artists have been finding ways to bring the country and rock genres together.Carena LiptakCarena Liptak
Remember When Kris Kristofferson Was in a Pee-Wee Herman Movie?Remember When Kris Kristofferson Was in a Pee-Wee Herman Movie?He played a pretty big role in the film. JessJess
Kris Kristofferson Selling Unbelievable $17.2 Million Oceanfront Ranch — See Pictures!Kris Kristofferson Selling Unbelievable $17.2 Million Oceanfront Ranch — See Pictures!The listing calls it "some of California's most pristine coastline."Sterling WhitakerSterling Whitaker
15 Times Country Music Saved a Fan’s Life — Literally15 Times Country Music Saved a Fan’s Life — LiterallyWe all know that country music is good for the soul, but that's not all: It can literally save your life.Carena LiptakCarena Liptak
Watch Kris Kristofferson’s Sob-Worthy Performance at Willie Nelson’s 90th Birthday PartyWatch Kris Kristofferson’s Sob-Worthy Performance at Willie Nelson’s 90th Birthday PartyThe look on Kris Kristofferson's face is one of pure joy. Billy DukesBilly Dukes
33 Years Ago: The Highwaymen Kick Off Concert Tour in Houston33 Years Ago: The Highwaymen Kick Off Concert Tour in HoustonOn March 3, 1990, the country supergroup kicked off their concert tour at the Houston Livestock Show and Rodeo.The Boot StaffThe Boot Staff
EXCLUSIVE: Hear Kris Kristofferson’s Rollicking ‘Me and Bobby McGee’ from Upcoming ‘Live at Gilley’s’ Album [EXCLUSIVE]EXCLUSIVE: Hear Kris Kristofferson’s Rollicking ‘Me and Bobby McGee’ from Upcoming ‘Live at Gilley’s’ Album [EXCLUSIVE]These previously unreleased recordings from Kristofferson's 1981 performance at Gilley's are a must-hear for any country fan.Lorie LiebigLorie Liebig
33 Years Ago: The Highwaymen Kick Off Concert Tour in Houston33 Years Ago: The Highwaymen Kick Off Concert Tour in HoustonOn March 3, 1990, the country supergroup kicked off their concert tour at the Houston Livestock Show and Rodeo.The Boot StaffThe Boot Staff
Watch Kris Kristofferson’s Final Concert PerformanceWatch Kris Kristofferson’s Final Concert PerformanceIt capped off an amazing career. Sterling WhitakerSterling Whitaker
39 Years Ago: Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson Record ‘Highwayman’39 Years Ago: Waylon Jennings, Willie Nelson, Johnny Cash and Kris Kristofferson Record ‘Highwayman’Talk about an anniversary to remember!The Boot StaffThe Boot Staff
Musical Smartypants: Country Singers Who Learned Before They EarnedMusical Smartypants: Country Singers Who Learned Before They EarnedIn the notoriously volatile entertainment business, no one can argue with having an education to fall back on.The Boot StaffThe Boot Staff