Live the Cowboy Dream through Toby Keith’s “Should’ve Been A Cowboy”

On the 12th of February in 1993, Toby Keith introduced the world to “Should’ve Been a Cowboy,” marking his entry into the music scene with this debut single from his inaugural album. Shortly after its release, the track climbed to the top positions on both the Billboard Hot Country Songs in the U.S. and the Canadian RPM Country Tracks, even making a slight impression on the mainstream by reaching No. 93 on the Billboard Hot 100.

Remarkably, “Should’ve Been a Cowboy” resonated profoundly across country radio, amassing over three million spins and clinching the accolade of the decade’s most-played country tune in the ’90s.

Moreover, the tune has etched its place in the post-game rituals at Oklahoma State University, where it’s become customary to hear it echoing through the speakers, accompanying fans as they depart from the excitement of the games.

Delving into the Essence of the Song Toby Keith, the craftsman behind “Should’ve Been a Cowboy,” weaves a nostalgic narrative that harks back to the golden era of Western films and their storied characters. The song’s protagonist is inspired by the timeless tales from the Western drama series like Gunsmoke, where the valiant Marshal Dillon and his unrequited love for Miss Kitty unfold.

With a nod to the illustrious Gene Autry and Roy Rogers in the chorus, the song celebrates the quintessential elements of the cowboy legend – from the legendary six-shooter revolvers to the epic cattle drives that define the genre.

Keith’s lyrics invite listeners into a vivid daydream of living the cowboy legend, complete with a loyal sidekick reminiscent of Tonto or Gordito, and adventures that span from capturing the infamous Jesse James to riding with the Texas Rangers, encapsulating the essence of the Wild West.

Embark on this homage to cowboy lore by pressing play below, and let Toby Keith’s “Should’ve Been a Cowboy” sweep you into the heart of the Western frontier.