Should’ve Been a Cowboy: Toby Keith’s Ode to the Old West
“Should’ve Been a Cowboy” is a song that transports listeners to a bygone era, capturing the essence of the American West with a blend of nostalgia and fantasy. Written and recorded by Toby Keith, this track marked his debut single, released on February 12, 1993. Not only did it launch his career, but it also cemented his place in country music history by reaching number one on the US Billboard Hot Country Songs and the Canadian RPM Country Tracks charts by June 5, 1993. Additionally, it crossed over to the mainstream, peaking at number 93 on the Billboard Hot 100.
The song’s enduring popularity is evident beyond the charts. At Oklahoma State University, “Should’ve Been a Cowboy” has become a staple, often played over the PA system following sporting events, much to the delight of fans. This ritual highlights the song’s cultural impact, especially in Keith’s home state.
The inspiration behind “Should’ve Been a Cowboy” is as authentic as its lyrics. Keith drew from a personal experience at a bar in the early 90s. Observing a middle-aged highway patrolman unsuccessfully attempt to woo a young cowgirl, only to see her swept off her feet by a younger cowboy, Keith captured this moment in song. The patrolman’s lament, “I guess you should have been a cowboy,” became the seed for a song that would romanticize the cowboy lifestyle.
Lyrically, “Should’ve Been a Cowboy” is rich with references to the iconic imagery of the Old West. The opening verse nods to the classic TV Western Gunsmoke, where the stoic Marshal Dillon never settles down with Miss Kitty. Keith’s lyrics paint vivid pictures of adventures that might have been: having a sidekick with a quirky name, venturing westward to California, hunting the notorious outlaw Jesse James, and joining the legendary Texas Rangers. The chorus brings to life the archetype of the singing cowboy, evoking memories of Gene Autry and Roy Rogers, complete with six-shooters and cattle drives.
In 2021, the song found new life through American Aquarium‘s cover on their album Slappers, Bangers, and Certified Twangers: Vol 1. This rendition introduced the classic to a new generation, proving the timelessness of Keith’s ode to the cowboy dream.
“Should’ve Been a Cowboy” is more than just a song; it’s a narrative that resonates with anyone who’s ever fantasized about the freedom and adventure of the cowboy life. Through its vivid storytelling and nostalgic charm, Toby Keith’s debut single continues to be a beloved anthem, reminding us all of the allure of the untamed West.