If roper boots aren't rodeo-ready enough for you, head here instead. Ever since I was a kid, Toby Keith’s “I Should Have Been a Cowboy” has played on repeat in my head. Nowadays, though ...

Oklahoma native Toby Keith Covel got his first ... "Should've Been a Cowboy," became his first No. 1. Since then, Keith's ridden a consistent streak of Top 10 albums, 10 of which hit No. 1 ...

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 set that ...

One user slammed the duo on X, formerly Twitter, for allegedly forgetting the lyrics to Keith's "Should've Been a Cowboy." "Shame on @BrooksAndDunn. Learn the words. Toby Keith was a giant.