Related: Toby Keith's Son Stelen Posts Touching Tribute to His Dad: 'I Love You Cowboy' Stelen is the youngest of Keith's three children with wife Tricia Lucus. The singer adopted Tricia’s first ...

Halfway through his 50-minute set, Jelly Roll was joined by T-Pain for their cover of Toby Keith‘s hit song "Should've Been a ...

Oklahoma native Toby Keith Covel got his first guitar as a child ... and its first single, "Should've Been a Cowboy," became his first No. 1. Since then, Keith's ridden a consistent streak of ...

Over 20 years, Toby Keith forged strong bonds with the CMT ... Dunn crooning Keith's 1993 debut single "Should've Been a Cowboy," followed by Rock and Roll Hall of Famer Sammy Hagar performing ...

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 ...

Jelly Roll made his debut performance at Stagecoach Friday night and brought T-Pain on stage to pay tribute to Toby Keith. The duo took on the classic country hit “Should've Been a Cowboy” for ...