Geez, bringing up Tom Waits in a thread about tearjerkers is like dropping blood in a shark tank. Christmas Card from a Hooker in Minneapolis may be the saddest song I've ever heard. "Charlie I'm pregnant. . ." is the first line of the song. A soldier's things; Heart of Saturday night; Better off without a wife; the list goes on and on. As one of the kids from Popcorn Behavior said, "Tom Waits has made an art of making beautiful music from ugly parts."Cathy Wilde wrote:Now that we're out of the Fields of Athenry, etc. I have to add Tom Waits's "Grapefruit Moon" to the list.
Richard Thompson is another who can pull on the heart strings.
Another song that I can't believe passed me by the first post I made is "The band played Waltzing Matilda." I have an a capella version by June Tabor -- she was born to sing that song.