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Toby Keith's First No. 1 Hit, 'Should've Been A Cowboy', Romanticizes Cowboy Life

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Toby keith Songs | Toby Keith's First No. 1 Hit, 'Should've Been A Cowboy', Romanticizes Cowboy Life | Country Music Videos
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Toby Keith started working his way toward a career in music by playing bars and clubs around his home state as a hobby, but when his aspirations as a football player fell through, he moved to Nashville to pursue music full-time. When he couldn't gain attention from the record labels, he returned home in poor spirits. 

With a stroke of luck, a flight attendant gave his demo to a passenger who happened to be Mercury Records executive, Harold Shedd. Enjoying what he heard, Shedd went to hear Toby perform live and then issued him a recording contract. 

That very first relationship would prove to be a successful venture for both parties when they released his debut single, "Should've Been A Cowboy" in early 1993. The song hit the No. 1 spot on Billboard's U.S. Hot Country Singles chart and the album it came from was certified platinum by the RIAA. 

The song bring forward dreamy fantasies from a man wishing he had been an old Western cowboy. They reference famed films like Gunsmoke, historical quotes, outlaws like Jessie James, and antiqued guns. Written by Toby Keith himself, the song was a success in more than one way for the newly-minted country star. 

Receiving more than 3 million plays on country radio after its release, it became the most-played country song of the decade! 

Watch Toby Keith's breakout hit in the video below! 

LYRICS BELOW

I bet you've never heard ole Marshall Dillion say
Miss Kitty have you ever thought of running away
Settling down will you marry me
If I asked you twice and begged you pretty please
She'd of said, "Yes in a New York minute"
They never tied the knot
His heart wasn't in it
Stole a kiss as he road away
He never hung his hat up at Kitty's place

I should've been a Cowboy
I should'be learned to rope and ride
Wearing my six-shooter riding by pony on a cattle drive
Stealing the young girl's hearts
Just like Gene and Roy
Singing those campfire songs
I should've been a cowboy

I might of had a side kick with a funny name
Running wild through the hills chasing Jesse James
Ending up on the brink of danger
Riding shotgun for the Texas Rangers
Go west young man, haven't you been told
California's full of whiskey, women and gold
Sleeping out all night beneath the dessert stars
Dream in my eye and a prayer in my heart

I should've been a Cowboy
I should'be learned to rope and ride
Wearing my six-shooter riding by pony on a cattle drive
Stealing the young girl's hearts
Just like Gene and Roy
Singing those campfire songs
I should've been a cowboy

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