Ian Tyson is surely the greatest cowboy balladeer of them all. "Old Cheyenne" is among the most powerful Western folk (or folk-based) songs ever. And by the way. the album is Cowboyography, not Cowboyology.

Aside from that, "I Ride an Old Paint," "Streets of Laredo," and "Blue Mountain." Not to mention Roy Robinson's fabulous "The Cowboy's Song," as recorded by Don Edwards.