Desperados Waiting For A Train
The Highwaymen Lyrics


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I'd play the Red River Valley
And he'd sit out in the kitchen and cry
And run his fingers through seventy years of livin'
And wonder, "Lord, has ever' well I've drilled run dry?"

We were friends, me and this old man
Like desperados waitin' for a train
Like desperados waitin' for a train

He's a drifter and a driller of oil wells
And an old school man of the world
He let me drive his car
When he's too drunk to

And he'd wink and give me money for the girls
And our lives were like some old western movie
Like desperados waitin' for a train
Like desperados waitin' for a train

From the time that I could walk he'd take me with him
To a bar called the Green Frog Cafe
There were old men with beer guts and dominos
Lying 'bout their lives while they'd played

And I was just a kid
They all called his "Sidekick"
Like desperados waitin' for a train
Like desperados waitin' for a train

One day I looked up and he's pushin' eighty
And there's brown tobacco stains all down his chin
To me he's one of the heroes of this country
So why's he all dressed up like them old men

Drinkin' beer and playin' Moon and Forty-two
Like desperados waitin' for a train
Like desperados waitin' for a train

A day before he died, I went to see him
I was grown and he was almost gone
So we just closed our eyes and dreamed us up a kitchen
And sang another verse to that old song
"Come on, Jack, that son of a guns are comin' "

Like desperados waitin' for a train
Like desperados waitin' for a train




Like desperados waitin' for a train
Like desperados waitin' for a train

Overall Meaning

The Highwaymen's "Desperados Waiting for a Train" is a poignant reflection on life, aging, and the enduring bonds of friendship. Against the backdrop of a mournful guitar, the song tells the story of an unlikely pair of friends: a young man and an older drifter who drills oil wells. The two sit together, playing music and reminiscing about the past. The older man is wracked with doubts and fears about his life and legacy, wondering if he's accomplished anything with his seventy years.


The lyrics utilize vivid imagery to paint a picture of life on the frontier, with references to classic Western films and old-timey bars. The song echoes with a sense of loss and longing, as the two friends confront the inexorable march of time. Yet there's a sense of warmth and fellowship too, as the two men support one another and bask in the glow of their shared memories.


Overall, "Desperados Waiting for a Train" is a moving tribute to the power of friendship and the endurance of the human spirit. It's a reminder that even in the face of life's greatest challenges, we can find solace and comfort in the company of those we love.


Line by Line Meaning

I'd play the Red River Valley
I played the Red River Valley on my guitar.


And he'd sit out in the kitchen and cry
The old man would sit in the kitchen and cry while I played.


And run his fingers through seventy years of livin'
He would reminisce about his long life.


And wonder, "Lord, has ever' well I've drilled run dry?"
He questioned if he had ever failed at anything in his life.


We were friends, me and this old man
I had a close friendship with the old man.


Like desperados waitin' for a train
Our friendship was like that of outlaws waiting for their next heist.


He's a drifter and a driller of oil wells
The old man drifted from place to place, drilling for oil to make a living.


And an old school man of the world
He had lived a long and varied life, with knowledge of the ways of the world.


He let me drive his car
He trusted me and allowed me to drive his car.


When he's too drunk to
When he was too intoxicated to drive himself.


And he'd wink and give me money for the girls
He would slyly give me money to spend on girls.


And our lives were like some old western movie
Our experiences felt like scenes from classic Western films.


From the time that I could walk he'd take me with him
He involved me in his life from a young age.


To a bar called the Green Frog Cafe
We would go to a local bar named the Green Frog Cafe.


There were old men with beer guts and dominos
The bar was full of older men with beer bellies playing dominos.


Lying 'bout their lives while they'd played
They would tell exaggerated stories about their lives while playing dominos.


And I was just a kid
I was just a young child at the time.


They all called his "Sidekick"
The old men at the bar referred to me as the old man's sidekick.


One day I looked up and he's pushin' eighty
One day, I realized the old man was almost 80 years old.


And there's brown tobacco stains all down his chin
He had tobacco stains on his chin from chewing tobacco.


To me he's one of the heroes of this country
I considered him a hero of the country.


So why's he all dressed up like them old men
I wondered why he dressed like the other old men at the bar.


Drinkin' beer and playin' Moon and Forty-two
He spent his days drinking beer and playing card games with the other old men at the bar.


A day before he died, I went to see him
I visited him the day before he passed away.


I was grown and he was almost gone
I had grown up, while he was nearing the end of his life.


So we just closed our eyes and dreamed us up a kitchen
We imagined ourselves in a kitchen together.


And sang another verse to that old song
We sang another verse to the Red River Valley.


"Come on, Jack, that son of a guns are comin' "
We envisioned someone named Jack coming to join us.


Like desperados waitin' for a train
Our imaginations put us in the shoes of outlaws waiting to rob a train.


Like desperados waitin' for a train
We continued to feel like outlaws waiting for their next heist.


Like desperados waitin' for a train
Our friendship was akin to that of outlaws waiting to commit a crime.


Like desperados waitin' for a train
We continued to feel like outlaws waiting for their next heist.




Lyrics Š Warner Chappell Music, Inc.
Written by: Guy Clark

Lyrics Licensed & Provided by LyricFind
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Comments from YouTube:

@vickerandflips8061

These guys were like the Avengers of music. Individually incredible musical legends that came together and became arguably the greatest band in history.

Rest in peace, Mr. Jennings and Mr. Cash.

@emilyflotilla931

The original Super Band!

@jorisswinkels2979

Respect from holland

@lindalee4189

I totally agree...there will never again be another 4 like them again

@peymanrasapanah6240

They are truly the Mount Rushmore of Country music

@thomast6589

Anyone still loves Highwaymen?

@pageribe9412

Me! Rented the whole Nassau Coliseum concert not long ago.

@Leroys_Stuff

Damn right love them

@gabrielschultz7717

Anyone that don't love 'em is a heretik

@CCRider-if7mw

Love them...

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