I would have put Gloomy Sunday as number one...

this isn't in any order, btw...

Vanishing Act by Lou Reed. Mostly it's the music that tugs on the ol' heart strings. But it really just reminds me of all the times I wish I could...well...Vanish.

Hallelujah by Jeff Buckley. Of course, it's in Shrek which is where I heard it first. Music, voice and lyrics. Very moving.

Mad World by Gary Jules. Need I say more? I can't help but feel sad every time I hear it.

Whiskey Lullabye by Brad Paisley and Alison Krauss. Oh, I can't help it...Such a traic song.

Fly Away by Poe. "Everything matter in such an invisable way. As if to say it's ok...."

The Child Is Gone by Fiona Apple. It's about abortion or miscarriage...one of the two.

that's about all for now...i'm getting distracted!