aimtastic: I'm a sucker for bouncy music with depressing lyrics, so I Am a Rock by Simon and Garfunkel gets my vote.
Snarfangel: "Amazing Grace" always makes me tear up./They didn't say saddest rock song.
Earguy: Todd Rundgren, "You Left Me Sore" Link
Marcus Aurelius: Earguy: Todd Rundgren, "You Left Me Sore" LinkNo fair. Even some of Todd's happy songs are sad. But I love that guy, I lived in his old neighborhood at one point in my life.
Shostie: Basically, anything by this band:[upload.wikimedia.org image 220x219]
Godscrack: Nine Inch Nails Leaving hope (The sound of leaving this world)
SilentStrider: NiN's Dirt qualifies (I know I'm in the minority, but I just don't care for the Cash version).
GAT_00: SilentStrider: NiN's Dirt qualifies (I know I'm in the minority, but I just don't care for the Cash version).One, point and laugh at the h to d typo. Two, seriously? I can't think of anyone else who says they don't like Cash's version.
Mark Ratner: Shiny Happy People by R.E.M.
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