When the boy was no more than a shaver
His old man told many a tale
How his great-granddad used to go drovin'
Back and forth on the Old Chisholm Trail
Now you might say the boy got infected
By a fantasy of the old west
For his heart and his soul got connected
To a spirit that won't let him rest

Chorus:
Now he don't wear spurs that go jingle
He don't spend his nights 'round a fire
And it's diesel oil that his horses require
But he is a latter-day cowboy
Dressed as a truck-drivin' man
Drivin' his wheels and his dreams to Cheyenne
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He beds down by the side of the highway
At the sight of the first evenin' star
In the darkness his big pony idles
As he quietly strums his guitar
And he sings out a song of his sweetheart
Even as her sweet memory grows dim
And he sings of the trail he has chosen
But the actual fact is the trail chose him

Chorus

Yeah, he is a latter-day cowboy
Dressed as a truck-drivin' man
Drivin' his wheels and his dreams to Cheyenne
Drivin' his wheels and his dreams to Cheyenne