Please don't list this on a work's page as a trope. Examples can go on the work's YMMV tab.
Tear Jerker: Ben Folds aka: Ben Folds Five
"Magic". It's particularly touching if you've ever lost someone to a painful disease.
"Fred Jones, Part 2" is an extremely sad song, which deals with the unfairness of a good man fading away, unremarked on by the universe at large.
"The Luckiest." That's love, love, love.
"Don't Change Your Plans" is another one.
"Kylie From Connecticut" is a great one off his new album that can really get you, especially the heartbreaking cry of the chorus.
And then there's "Cigarette", which packs a heck of a lot of tragedy into a Single Stanza Song. Even moreso when you find out it's taken verbatim from a newspaper clipping. Man, can Ben Folds write an incredibly sad song when he wants to (although to give proper credit "Magic" was written by Darren Jessee).
Not to mention Ben Folds' simple, personal lament to Smith, "Too Late". *Sigh* "The songs you wrote... got me through a lot, just wanna tell you that... But it's too late."
"Fighting it" is a song about how teenage years are hard.