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 yound man, haven't you been told
California's full of whisky, women and gold
Sleeping out all night beneath the Texas 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


Lyrics submitted by DamnBritneySpears


Should've Been A Cowboy song meanings
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8 Comments

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  • 0
    General CommentThis is such a great song! I've loved it since the very first time i heard it! Country music is great and if any of you dis it then you suck and toby keith is king!
    beanster69on September 07, 2002   Link
  • 0
    General Commentlol... word
    Geodhion September 09, 2002   Link
  • 0
    General Commentwow what a great song!!! i grew up in a small town, and my grandpa was a cattle farmer. he per say lived the life of a cowboy. i never worked for him or took interest. when i hear this song i think of how i wish i could've took after him and been a cowboy. toby has a great voice. this tune is SOLID.
    thedig10on October 04, 2005   Link
  • 0
    General CommentNot sure if it's true or not, but I heard this song is about how much Toby Keith regrets not taking the contract he was offered with the Dallas Cowboys.
    ja3688on November 12, 2005   Link
  • 0
    General Commentwow thats crazy.. maybe possible. well this is like one of toby's or the first hit. AHH i love this song. it is absolutely awsome. im surprised this one got less comments than the taliban song, which well wasnt even on the radio here id ont know about hte other states but yeah, great song.

    actually i dont know why toby would regret not joining the dallas cowboys when hes now famous. but actually this was one of his first songs and i saw on CMT one day and it looked like he had a rpetty hard time with his music starting off so maybe.
    minkoilon March 24, 2006   Link
  • 0
    General CommentI HATE CMT but i love toby keith and THIS SONG
    TobyKCovelon April 16, 2006   Link
  • 0
    General CommentThis was the theme song for my life several years ago when I lived in California. Originally from the northeast, I moved out there and lived damn near this lifestyle. Changed me forever and have a new found respect for the country and ranchers. I then made the biggest mistake of my life. Taking a job in NYC.
    globe traveleron August 03, 2008   Link
  • 0
    General CommentIt took me a little bit of research to find out that the first verse of the song is referencing the TV show Gunsmoke. That might be interesting for some of you.
    jowsmithon August 13, 2008   Link

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