On this day (February 12) in 1993, Toby Keith kicked off a career full of hits with his debut single “Should’ve Been a Cowboy.” He wrote and released the song as the first single from his self-titled ...

but Toby Keith certainly made me want to be a cowboy,” Bryan remarked to the crowd, holding up that special black cowboy hat.

During the Nashville’s Big Bash New Year’s Eve special on Tuesday night (Dec. 31), the singer performed Toby Keith’s 1993 debut single, “Should’ve Been a Cowboy” as part of a five-song ...

Parker McCollum gave a tip of the hat to late Country Music Hall of Famer Toby Keith when the Texas native ... including enduring classics such as "Should've Been a Cowboy" and "American Soldier." In ...

Toby Keith came out of the gate swinging with his 1993 debut single, "Should've Been a Cowboy," a story song that spent two weeks atop the Billboard Hot Country Songs chart and ultimately claimed ...

Toby Keith's family paid tribute to the late country singer in honor of the one-year anniversary of his death on Wednesday, Feb. 5. The "Red Solo Cup" singer died of stomach cancer at age 62.

By Jessica Nicholson Parker McCollum gave a tip of the hat to late Country Music Hall of Famer Toby Keith ... ve Been a Cowboy” and “American Soldier.” In 2017, Keith performed “Courtesy ...