Saddest Songs Ever - Community Playlist

He Stopped Lovin' Her Today

and Jugband Blues

Surfing Bird - The Trashmen

Blue Valentine.

Originally posted by badmoon
Down in the West Texas Town of El Paso, I fell in love with a Mexican girl.

Marty Robbins!

http://en.wikipedia.org/wiki/El_Paso_(song)

Nothing Compares 2 U - the version by Sinead O'Connor.

and there's a Hawaiian version by Daniel Ho playing during the credits for Forgetting Sarah Marshall, but i guess if you didn't know Hawaiian or the tune it wouldn't be too sad.

They Call The Wind Maria - Harve Presnell, from the Paint Your Wagon soundtrack:

http://lyricsplayground.com/alpha/songs/p/paintyourwagonsoundtrack.shtml

It Must've Been The Roses - Robert Hunter (covered by the Grateful Dead)

Savior - Rise Against.

Originally posted by zeeblebot
Rise Against - Savior.

http://www.lyricsmania.com/savior_lyrics_rise_against.html

It kills me not to know this but I've all but just forgotten
what the color of her eyes were and her scars or how she got them
as the telling signs of age rain down a single tear is dropping
through the valleys of an aging face that this world has forgotten

there is no reconciliation that will put me in my place
and there is no time like the present to drink these draining seconds
but seldom do these words ring true when I'm constantly failing you
like walls that we just can't break through until we disappear
so tell me now

if this ain't love then how do we get out?
because I don't know
that's when she said I don't hate you boy
I just want to save you while there's still something left to save
that's when I told her I love you girl
but I'm not the answer to the questions that you still have

...

Originally posted by zeeblebot
Savior - Rise Against.

Sims 3 version of the music video

YouTube

The Pogues -- 'Waltzing Matilda'

For to hang tents & pegs a man needs two legs
no more waltzing Matilda for me

At Seventeen -- Janis Ian YouTube