I'd have to vote for " The Cowboy Brakeman" ....He killed a hundred passengers but thank God he saved the child....."Mother The Queen of My Heart" by Jimmie Rodgers ... She said son son't start drinkin and gamblin, swear that you'll always go straight...
"Heavenly HouseBoat Blues" by Townes Van Zandt.....They are building a house boat in heaven, to on God's deep and holy seas....
another endless list I'm afraid.
Don