[BluesDaddy]

He Stopped Loving Her Today - George Jones
Would you Lay with Me (in A field of Stones) - David Allan Coe
Death Letter Blues - Son House

Edit: Post # 333 - Gotta love it.

 

[guynamedjohn]

Definitely Johnny Cash's version of "Hurt" - actually that entire album is unbelievably sad.

Faith by The Cure

Oh, Lonesome Me by Neil Young

 

[AndrewK]

Another vote for:

Gary Jules - Mad World

Best cover i've ever heard (closely followed by Jeff Buckley's Hallelujah). If you haven't heard it, I suggest you do so. It is absolutely exquisite.

-Andrew

 

[Vicious Tyrant]

Great Question!

When I was an angst-y teen, I would sit in my dark room at night and listen to PF's The Wall on my cheap Sears boombox. I would rewind "Comfortably Numb" again and again, it was so sad and pretty.

Now, I would say:

Christmas Card from a Hooker in Minneapolis - Tom Waits

Ae Fond Kiss (poem by R Burns) - sung by Andy M Stewart, a great Scottish folkie, on a kids CD

Brokedown Palace - Grateful Dead

CLASSICAL:

Hymn to Joy - From Saint-Saens "Samson et Dalila"

Spem in Alium - Thomas Tallis - in particular a recording by the Kronos Quartet. Instead of the massive vocals, you get a quiet, intimate, sorrowful piece.

Cantata for Benjamin Britten - Arvo Part

 

[Enverxis]

Alice in Chains - Dont Follow.

 

[Coltrane]

Who else but Nigel Tufnel and Spinal Tap?

Quote:

Nigel: Yeah, I like it, just been fooling about with it for a few months now, very delicate... Marty: It's a, it's a bit of a departure from the kind of thing you normally play. Nigel: Yeah, it's part of a...trilogy really, a musical trilogy I'm doing... in... D minor, which I always find is really the saddest of all keys really. I don't know why, but it makes people weep instantly, you play a..baaaaa...baaaaaa it's a horn part. Marty: It's very pretty. Nigel: ...baaaa, baaaaa, yeah, just simple lines intertwining, you know very much like, I'm really influenced by Mozart and Bach, it's sort of in between those, really, it's like a Mach piece really, it's... Marty: What do you call this? Nigel: Well, this piece is called "Lick My Love Pump".

 

[lumanogin]

Brad Paisley - Whiskey Lullaby

 

[gamefreak]

Quote:

Originally Posted by Rempert Off the top of my head, I'd go with "Empty Chairs at Empty Tables" from Les Miserables.

That or "Bring Him Home". Both are great -- my spine tingles everytime I listen to them!

 

[TheGhostBelow]

I have always found "The Night They Drove Old Dixi Down" by the band to be rather sad

 

[Yaboosh]

Quote:

Originally Posted by lumanogin Brad Paisley - Whiskey Lullaby

I find "Cloud of Dust" is a more sad, and less cliche, song from Mr. Paisley. But Whiskey Lullaby scores points if only for featuring Alison Krauss.

 

[Ingo]

Quote:

Originally Posted by Yaboosh I find "Cloud of Dust" is a more sad, and less cliche, song from Mr. Paisley. But Whiskey Lullaby scores points if only for featuring Alison Krauss.

I'll second that!

I don't know if it's the saddest song I've ever heard, but on the Curious George Soundtrack there's a song called "Wrong Turn" that's pretty sad and depressing.

 

[Sladeophile]

The Finale of Tchaiks Pathetique. You can hear the heart stop beating... VERY SAD...
Slade

 

[pentagonwizard]

Quote:

Originally Posted by Slimm I'm a Cure lover but for me, Neil Young's "Cortez The Killer" is THE saddest thing I've ever heard, especially the live rendition with Crazy Horse in the Arc/Weld live set.

I really love this song too. The first time I listened to it and saw the imagery i was near tears too.

 

[pentagonwizard]

john lennon's "Love" is a song that really gets me.

 

[sub]

Xanadu - Olivia Newton John

Con te Partiro - Andrea Bocelli