What is the saddest song you've ever heard?

Tears in Heaven by Eric Clapton and Your 8th Birthday by Cloud Cult.

Sorry, nothing else can compete.

25 minutes- MLTR

Snow Come Down by Lori Carson

Long Black Veil (I don’t know who sang it originally, I just know my dad recorded a cover of it with his little band)

I also like hammers and strings- jacks mannequin

Black by Pearl Jam
and
Last Kiss; again by Pearl Jam

Also: Nothing Came Out by the Moldy Peaches. There’s something about that song that just tugs at the heart strings, and I think everyone can relate to the sentiment.

Don’t Take the Girl by Tim McGraw

Luka by Suzanne Vega

hurt by NIN and Johnny Cash

Now Comes the Night
Rob Thomas

River
Joni Mitchell

I can’t make you love me…
Bonnie Rait

Love Song
Five for Fighting

Here are some more”, from just a few hours ago.

Song: tell me why
by: P.O.D.
On: when angels and serpents dance

seasons in the sun – by terry jacks – still makes me cry

That damn Christmas Shoes song.

Give me back that Filet-O-Fish song from the McDonald’s tv commercial.

Christian Brothers by Elliott Smith

Elliott Smith in general breaks my heart.

Eric’s Song by Vienna Teng. Quality piano accompaniment makes me weep.

Killing Me Softly

Where I Stood by Missy Higgins has been making me tear up lately.
The Live at VH1 version of Have You Seen Me Lately by Counting Crows. And Colorblind by them too.

It’s silly, but I find John Lennon’s Happy Christmas incredibly sad.

For me it was “Nikita” by Elton John, which is one of the most powerful songs I’ve ever heard and meant a lot to me when I heard it (still living in a world divided by the Berlin Wall).

Today of course it has become obsolete, as millions of Nikitas have crossed the Iron Curtain to work in brothels in Amsterdam (and that’s the lucky ones). Which I guess makes it even sadder if you think about it.

“Follow you into the dark” by Death Cab for Cutie

“My Immortal” by Evenessence

Tears in Heaven
Angel by Sarah McLachlan

Some Devil on Dave Matthew’s solo CD of the same name. This song was featured in the movie 21 Grams, one of my favorite movies ever. Some of the saddest lyrics:

Feel heavy like floating… At the bottom of the sea

would you please by Rachael Yamagata

i vote waste of paint as the most heart-wrenching song i’ve heard in a long time.

Which Will – Nick Drake
Now You’re Taken – Mogwai

Madeline by Tickle me Pink