“I've been covering the song and Toby's son saw me at the CMTs and took me to the side and said, ‘Hey man, I want to ... ve Been a Cowboy” cover will benefit the Toby Keith Foundation ...

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 ...

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 ...

Jason Aldean paid tribute to Toby Keith at the 2024 ACM Awards, performing a elegantly low-key version of "Should've Been a Cowboy," Keith's 1993 debut single, backed by a string quartet.

“I was walking out of the house and thought, I’m just an ol’ country boy from Georgia, but Toby Keith certainly made me want to be a cowboy,” Bryan remarked to the crowd, holding up that ...

Toby Keith was more than ... at this time," the message concluded. Keith — known for hits such as “Red Solo Cup” and “Should Have Been a Cowboy” — performed his 2019 track "Don't ...

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 ...

Jelly explained that Keith and songs like "Should’ve Been a Cowboy ... on the cover. "Toby’s son saw me at the CMTs and took me to the side and said, 'Hey man, I want to let you know ...

Toby Keith is more than just a country superstar ... Starting with his 1993 debut single, 'Should've Been a Cowboy,' Keith has scored an enormous string of 19 No. 1 hits. He's most closely ...