Toby + Blake Sing 'Should've Been a Cowboy' at 2018 ACM Awards

About the Song

This iconic track, originally performed by the legendary Toby Keith, found a new life in 2018 when country superstar Blake Shelton joined him for a memorable duet at the ACM Awards.

For those who came of age in the 90s, “Should’ve Been A Cowboy” likely holds a special place in their hearts. Released in 1993, it became Toby Keith’s breakout hit, capturing the imagination of listeners with its vivid portrayal of the cowboy lifestyle. The song paints a picture of a young boy, captivated by Western movies, who dreams of riding horses, roping cattle, and living a life of freedom on the open range. It’s a nostalgic ode to a simpler time, a celebration of the rugged individualism and unwavering values often associated with cowboys.

Fast forward to 2018, and the enduring appeal of “Should’ve Been A Cowboy” was reaffirmed when Blake Shelton took the stage alongside Toby Keith at the ACM Awards. Shelton, a respected figure in modern country music, brought his own distinctive style to the performance, infusing the song with a fresh energy while staying true to its classic essence. The duet was a powerful moment, bridging the gap between two generations of country music stars and reminding viewers of the song’s timeless message.

The performance was a testament to the enduring power of country music, its ability to connect with listeners on a deep emotional level. For those who grew up listening to “Should’ve Been A Cowboy”, the duet likely evoked a sense of nostalgia, transporting them back to their youth. But even for those unfamiliar with the song, its message of following your dreams and staying true to yourself is universally relatable.

In a world that’s constantly changing, it’s comforting to know that some things remain constant. The cowboy spirit, with its emphasis on hard work, honesty, and self-reliance, continues to inspire people of all ages. “Should’ve Been A Cowboy” serves as a reminder of these values, and its performance at the 2018 ACM Awards ensured that a new generation would be introduced to its magic. Whether you’re a lifelong country music fan or simply appreciate a good story, this iconic song is sure to leave a lasting impression.

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