24 Years Ago: Brad Paisley Makes His Grand Ole Opry Debut24 Years Ago: Brad Paisley Makes His Grand Ole Opry DebutOn May 28, 1999, Paisley made his debut on the Grand Ole Opry.The Boot StaffThe Boot Staff
15 Years Ago: Darius Rucker Releases His Debut Country Single15 Years Ago: Darius Rucker Releases His Debut Country SingleOn May 27, 2008, Darius Rucker released his debut country single, "Don't Think I Don't Think About It."Annie ZaleskiAnnie Zaleski
29 Years Ago: The Eagles Reunite for Hell Freezes Over Tour29 Years Ago: The Eagles Reunite for Hell Freezes Over TourOn May 27, 1994, the Eagles began their Hell Freezes Over Tour, after a 14-year break.The Boot StaffThe Boot Staff
34 Years Ago: Aliens Fly Kenny Rogers to ‘Planet Texas’34 Years Ago: Aliens Fly Kenny Rogers to ‘Planet Texas’It's so campy and bizarre!Addie MooreAddie Moore
Top 5 Jimmie Rodgers SongsTop 5 Jimmie Rodgers SongsFew things are certain in the history of country music, unless you’re talking about the early influence of Jimmie Rodgers. Addie MooreAddie Moore
31 Years Ago: Brooks & Dunn Earn First Gold Album With ‘Brand New Man’31 Years Ago: Brooks & Dunn Earn First Gold Album With ‘Brand New Man’On May 26, 1992, Brooks & Dunn earned their first gold-selling album, for their freshman record, 'Brand New Man'.Gayle ThompsonGayle Thompson
21 Years Ago: Alan Jackson Hits No. 1 With ‘Drive (For Daddy Gene)’21 Years Ago: Alan Jackson Hits No. 1 With ‘Drive (For Daddy Gene)’On May 25, 2002, Jackson earned his 20th No. 1 hit with "Drive (For Daddy Gene)."Gayle ThompsonGayle Thompson
Clint Black’s Best Live Shots [PICTURES]Clint Black’s Best Live Shots [PICTURES]Take a look back at some of his most memorable performances.Christina VinsonChristina Vinson
8 Songs You Didn’t Know Brett Eldredge Wrote8 Songs You Didn’t Know Brett Eldredge WroteHe's been writing country hits for years!Lorie LiebigLorie Liebig
42 Years Ago: Rosanne Cash Earns First No. 1 Single With ‘Seven Year Ache’42 Years Ago: Rosanne Cash Earns First No. 1 Single With ‘Seven Year Ache’On May 23, 1981, Cash earned her first No. 1 hit with "Seven Year Ache."Gayle ThompsonGayle Thompson
5 Sturgill Simpson Collaborations That Will Blow Your Mind5 Sturgill Simpson Collaborations That Will Blow Your MindNo one does it quite like Sturgill Simpson. Lorie LiebigLorie Liebig