I wore out 3 or 4 albums, a couple of cassettes and I am now stress testing a CD.
My dad introduced me to Gordon Lightfoot - first song I remember hearing was Wreck of the Edmund Fitzgerald, and it went from there. Couldn't really tell you my favorites by him. Toss up between Canadian Railroad Trilogy, Ribbon of Darkness, Song for a Winter Evening, of course - Don Quixote...too danged many too choose from.