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Introduction

A Timeless Country Classic

Toby Keith’s “Should’ve Been a Cowboy” is more than just a popular country song; it’s a cultural touchstone that has resonated with audiences for decades. Originally released in 1999, the song quickly climbed the charts, becoming a defining moment in Keith’s career. Its live performance at the XXV anniversary concert captures the raw energy and enduring appeal of this classic.

A Tale of Two Lives

The song paints a vivid picture of two contrasting paths in life. On one hand, there’s the protagonist, who dreams of escaping the mundane routines of everyday life to pursue a more adventurous existence. On the other, there’s the “city slicker,” trapped in the concrete jungle, longing for the freedom and simplicity of the countryside.

The Allure of the Open Road

The song’s enduring appeal lies in its ability to evoke a sense of nostalgia and longing for a simpler time. The lyrics paint a romanticized image of the cowboy lifestyle, filled with wide-open spaces, horseback riding, and the thrill of the chase. It’s a fantasy that many of us have entertained at some point in our lives.

A Live Performance to Remember

The XXV anniversary performance of “Should’ve Been a Cowboy” is a testament to the song’s enduring popularity. Keith delivers a powerful and emotive rendition, capturing the essence of the original while adding his own unique flair. The live energy and crowd interaction create a truly unforgettable experience.

A Timeless Message

Beyond its catchy melody and relatable lyrics, “Should’ve Been a Cowboy” offers a timeless message about the pursuit of happiness and the importance of living life on your own terms. It’s a reminder that sometimes, the most fulfilling path is the one that takes us off the beaten track.

Video

Lyrics

I bet you’ve never heard ol’ Marshal Dillon say
Miss Kitty, have you ever thought of runnin’ away?
Settlin’ down, would you marry me
If I asked you twice and begged you, pretty please?
She’d have said, “Yes”, in a New York minute
They never tied the knot, his heart wasn’t in it
He just stole a kiss as he rode away
He never hung his hat up at Kitty’s place
I should’ve been a cowboy
I should’ve learned to rope and ride
Wearin’ my six-shooter, ridin’ my pony on a cattle drive
Stealin’ the young girls’ hearts
Just like Gene and Roy
Singin’ those campfire songs
Woah, I should’ve been a cowboy
I might of had a sidekick with a funny name
Runnin’ wild through the hills chasin’ Jesse James
Ending up on the brink of danger
Ridin’ shotgun for the Texas Rangers
Go west young man, haven’t you been told?
California’s full of whiskey, women and gold
Sleepin’ out all night beneath the desert stars
With a dream in my eye and a prayer in my heart
I should’ve been a cowboy
I should’ve learned to rope and ride
Wearin’ my six-shooter, ridin’ my pony on a cattle drive
Stealin’ the young girls’ hearts
Just like Gene and Roy
Singin’ those campfire songs
Woah, I should’ve been a cowboy
I should’ve been a cowboy
I should’ve learned to rope and ride
I’d be wearin’ my six-shooter, ridin’ my pony on a cattle drive
Stealin’ the young girls’ hearts
Just like Gene and Roy
Singin’ those campfire songs
Woah, I should’ve been a cowboy
Yeah, I should’ve been a cowboy
I should’ve been a cowboy

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