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 ...

Ever since I was a kid, Toby Keith’s “I Should Have Been a Cowboy” has played on repeat in my head. Nowadays, though, you’d be hard-pressed to ID my cowboy proclivities: my hands are soft ...

Oklahoma native Toby Keith Covel got his first guitar as ... and its first single, "Should've Been a Cowboy," became his first No. 1. Since then, Keith's ridden a consistent streak of Top 10 ...

A bot attack on Thursday crashed the first day of ticket sales for Cheyenne Frontier Days’ nighttime concerts, causing the ...

Toby Keith is the subject of a star-studded ... yet deep were the friendships maintained by the "Should've Been a Cowboy" and "How Do You Like Me Now" singer. It's logical that some of the ...

But the legacy of the "Should've Been a Cowboy" hitmaker continues to live on through his music and his family. The NBC special Toby Keith: American Icon was filmed at Nashville's Bridgestone ...

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

Related: Toby Keith's Son Stelen Posts Touching Tribute to His Dad: 'I Love You Cowboy' Stelen is the youngest ... after Keith died at age 62. He had been diagnosed with stomach cancer two-and ...