First thing to come to mind was That's The Way That The World Goes Round by John Prine. It's easy, and it just seemed to fit. And we both got a good chuckle over it.
The guitar was a nice old Alvarez - he said 35 years+
"I know a guy he's got a lot to loose
He's a pretty nice fella, kinda confused
Got muscles in his head, aint never been used
Thinks he owns half of this town"
Not sure if it was about him or me...