Following Theo's trend, I'm making the bold assumption that there's a few sensitive guys in the ASRL. What are some of the saddest songs you've ever heard?

For mine:
'Everybody Hurts' by REM
'Better Be Home Soon' by Crowded House
'Comfortable' by John Mayer
'Man on the Side' by John Mayer
'My Immortal' by Evanescence (Not the souped up radio edit)
'Whiskey Lullaby' by Brad Paisley and Alisson Kraus
'Strawberry Wine' by Deanna Carter

And who can forget....

'Karma Police' by Radiohead
'Ana's Song' by Silverchair
'Three Libras' by A Perfect Circle
'Standing (Still)' by VNV Nation
'In the End' by Linkin Park
'Fire and Rain' by James Taylor

(More importantly, who's actually heard all of them? :P)

What about Brick Chris? thought you'd have it in there.

Fuck yeah, how could I forget that?

Not many songs more depressing than one about having your first child aborted.

I'll add 'everlong' by foo fighters
and maybe staying together for the kids by blink.

Both are about divorce, everlong being the better song

also "bother" by stone sour,
'before i go' and 'seeing red' unwritten law. 'Gone Away' by offspring as well

not to dominate but 'blow up the pokies' by the whitlams, as uncle conrad jupiter is ruining me at the moment!

Man, you've reminded me of a few.

'Next Year' by Foo Fighters
'Adam's Song' by Blink 182
'Rest of my Life' by Unwritten Law
'Superman' by Five for Fighting
'Still Fighting It' by Ben Folds
'Charlie No. 3' by The Whitlams
'Romeo and Juliet' by Dire Straits'
'My December' by Linkin Park
'Dry Your Eyes' by The Streets
'Hey Jealousy' by The Gin Blossoms
'Streets of Philadelphia' by Bruce Springstein
'Boys of Summer' by Don Henley (personal reasons)

"Shine you light" - Robbie Robertson

From Ladder 49 soundtrack.

Showing my age, and my eclectic, contradictory nature, a few more...although I do have a predilection towards the bittersweet, rather than totally sad, depressing songs, as I find the complexity of such songs more pleasing to my ear...each one is guaranteed to bring tears to my eyes whenever I hear it...

"All By Myself", Eric Carmen - a classic song about heartbreak and loneliness...

"Moon River", Henry Mancini Orchestra - from "Breakfast at Tiffany's", if you have seen it from start to finish, you'll know exactly why it is at once heartbreaking, and hopeful. If you haven't, see it - Audrey Hepburn is a doll, and George Peppard has the best role of his career (even trumping "The A-Team")...

"The Way We Were", Barbra Streisand - more sad than the lyrics would let on - Celine Dion wishes she had half the voice that Barbra has...

"Take The Long Way Home", Supertramp - That upbeat metre hides a very melancholy lyric - the contrast is very interesting, and very perplexing...

A Gypsy Without A Song", Duke Ellington Orchestra - The dueling trombones (one slide, one valve) underscore the sheer sadness of the composition. There is an instant antidote for any sadness from this song - Ellington's "Take The "A" Train"...

"Arms of an Angel", Sara McLachlan - Almost too sad to bear, McLachlan's lyrics do at least add some sweet to the bitter, so that you don't drive off of the road in tears...

"Empty Garden", Elton John - some would prefer "Norma Jean" for it's imagery, of a candle in the wind to represent Marilyn Monroe, but Elton's tribute to John Lennon seems to have a better balance of bitter and sweet - with the double meaning of the imagery of an empty garden to represent the loss of Lennon...

"Sunrise, Sunset" and "Far From The Home I Love", John Williams - both from "Fiddler On The Roof", both a masterpiece of music and cinema, both dealing with loss ("Sunrise, Sunset" in the future, "Home" in the here-and-now)...a very good video choice, lads, if you're trying to impress your date with the broadness of your cultural tastes, as well as your sensitivity...

"Those Were The Days", Mary Hopkin - if you thought that title was the theme to "All In The Family", you've never heard this masterpiece from a 17 year old Welsh chanteuse, produced by none other than Paul McCartney. More's the pity - and the song is far more optimistic than it first appears. Also sounds like it wouldn't have been out of place in the "Fiddler" soundtrack...

"I Believe", Diamond Rio - it reached the top of the charts here about the time my mother passed away. I had heard it before, of course - I got to see Diamond Rio preview this song at concert the year before - but it stuck in my heart at exactly both the wrong, and the right moment - wrong, because every time I heard it after my mothers' passing, I was reminded of her as she was at that moment when I found out she had passed away; right, because it helped me mourn more than I would have otherwise, and helped me to see her as she was before...

...or, as Barbra put it:

So it’s the laughter
We will remember
Whenever we remember...
The way we were...
The way we were...

:kicking:

Some good songs in there, Theo. Can't believe I forgot Moon River! 'Breakfast it Tiffanys' is such an amazing movie, and so bittersweet. I agree with you on Peppard as well. Great performance.

'Arms of the Angel' is also a great choice, Sarah McLachlan has some gorgeous tracks in that vein. I'd also like to add 'Uninvited' by Alannis Morrisette, another sad song (with an angelic link)

Bone Thugs - Tha Crossroads
Bizzy Bone - Life Goes On
Immortal Technique - You Never Know
Cunning Linguists - Rain

Hey, haven't heard 'Crossroads' in a while. Bone Thugs 'n Harmony, right?

I like 'Changes' by Tupac (well, ostensibly) too

man, what about split screen sadness by John Mayer?

Hallelujah-Jeff Buckley
Dont you forget about me-Simple Minds
Objects in the rear view mirror-Meat Loaf
Everything will be alright-The Killers

Rufus Wainwright's version of Hallelujah is really good as well

I'd probably give the title to 'Air on the G String', as featured in Gran Turismo 4. Perfect mourning music.

tears in heaven
everybody hurts

+ all the songs played at funerals i have been to.......