Everytime I hear Jack & Diane "life goes on, long after the thrill of living is gone" I think--this HAS to be the saddest pop song. Why did we skate to it?

What's your vote for saddest pop song?

Wow, this is an amazing list of sad songs. Someone should make it into a playlist, might be cathartic.

(I used to have a "sad lady singers playlist" with Aimee Mann, Beth Orton, etc. Helped me through some rough days)