Saddest songs you've ever heard. - Comments

Hero of war by rise against always makes me cry.. Im going to see them soon and Im kinda hoping they dont play that song (but at the same time I hope they do coz I still love it), but if they play it I'll probs end up crying in the mosh pit lol

Morning Star by afi makes me a bit sad too, and humming birds the size of bullets and agent orange skies, those last two are by kill hannah

Welcome to my life -Simple Plan

Welcome to my life - Simple Plan
Perfect - Simple Plan

Saying Sorry - Hawthorne Heights
Ohio is for Lovers - Hawthorne Heights
Rescue Me - Hawthorne Heights

:]
The first one is still the more sad than the others.

What hurts the most - Rascal Flatts

The Cascada version is much the same but much more up beat.

Don't take the girl-Tim McGraw

Whisky Lullaby-Brad Pasiley

Lullaby-Shawn Mullins

Probably Wouldn't Be This Way-Lee Ann Rimes

Sararbeth (Skin)-Rascal Flats

that's all i can think of now. Most of them are country songs so I hope that they still fit your purpose.

Frankie Teardrop by Suicide.
Wake Me Up When September Ends - Green Day (the lyrics if you know what they're truly about are heartwrenching)
How To Disappear Completely by Radiohead (it gives me shivers everytime I hear it but it sounds strangely beautiful at the same time.)

If I was your vampire- Marilyn Manson...In my oppinion it's sad, really beautiful but sad.