let alone the saddest song ever.

It's sounds like 'I Like Birds' by eels. Srs.

bit where his voice rises as he sings "and everything that you do / makes me wanna die".
great song.

Twilight >>>>>>>> The Biggest Lie, in terms of sadness. Actually, it probably >>>>>> everything. Good Woman by Cat Power pushes it close though, as does Bonnie 'Prince' Billy's Another Day Full of Dread. And Long Drive Home by Adem.

Cat Power - Metal Heart
Dirty Three - Some Summers They Drop Like Flies
Boards of Canada - Melissa Juice

most of the songs off disk 2 of orphans :)

casimir pulaski day-sufjan stevens
5verses-jeremy warmsely
strange things will happen- the radio dept.

songs ever.

this

Twilight and also Needle In The Hay by Elliott Smith

Casimir Pulaski Day by sufjan stevens

Chelsea Girls - Nico

and at the moment Ys makes me well up a bit, but it's not really that sad.

amazing choice.
the desolation, loss, loneliness, guilt, experience, knowledge that the end is coming... how did he get it all into one song?

Agreed

i love creedence-casiotone for the painfully alone.

is there a specific person then?

Agreed also. I hunted down the meaning for this song and you're right it is very sad. Listening to that song just makes me feel alone, and cold. You feel like its you driving that freezing cold car on boxing day morning. damn ive gotta listen to that song now

are underrated.

red house painters - loads of stuff
ryan adams - loads of stuff off heartbreaker
nick drake - loads of stuff off pink moon

It's romantic.

a sad song.

Kings Crossing by Elliott Smith. It's in my top 5 songs ever but is so sad when you consider he was dead a few days after recording it.

Also...I'm So Lonesome I Could Cry by Hank Williams. That dude KNEW pain.

That song really gets me - the bit that's '27 people/even more, they were boys with their cars/summer jobs, oh my god' is just so full of emotion, the way he sings it...

Also, How Do You Keep Love Alive by Ryan Adams. Holy fuck is that ever a killer heartbreak song. Would sound like treacle if it were by anyone else, but he gets away with it. For me it's the ultimate saddest song ever written.

Shoot me for saying this, but some of the Queen ones written while Freddie was dying get bonus poignancy points for that...

Mt. Eerie - Get Off The Internet

(so true)

The most depressing are the most hopeless.

that's why hurt and disarm are so powerful. Especially hurt, where he talks about finding a new home at the end.

Pajo

4st 7lbs - Manics

end of discussion!

i think that song is one of the music movings i have ever heard

Picture Soundtrack was the first thing that came to my mind. It's not really depressing though.

gets me every time

That song is truly, truly desolate and sad. The video brings a tear to my eye every time.

Also, the hollow bitterness and despair of "Dirt In The Ground" by Tom Waits.

There's real pain in Lou Reed's "Baton Rouge" as well. It reads like bitter, lost, nasty, forlorn letter to his ex-wife, and manages to be sincerely nasty and desperately regretful and vulnerable at the same time. The entire "Ecstasy" album is massively underrated actually.

i was going to say that
otherwise new friend by smog

Kenickie - And that's why
Nothing stays the same - Elastica

also Switching Off by Elbow...