I'm not necessarily a country western fan but anytime I hear The Dance by Garth Brooks it sure tugs on my strings.

 

The saddest song I know is probably Lostprophets - The Light that shines twice as bright, Sway by the same band, Rise Against's Hero of War and Linkin Park's My December acoustic live. There are too many songs that are really sad, but great work by the artists.

 

This one.

YouTube - Flipsyde - Happy Birthday - ORIGINAL

Another version of the same:

http://www.youtube.com/watch?v=2bQG8...eature=channel

 

Memory Lane, by Elliott Smith

- performed in 2003 shortly before he killed himself. The song is so calm, so resigned... it sends chills up my spine.

 

Here's a few I know of.

"Whiskey Lullaby" - Brad Paisley Feat. Alison Krauss

"Because I Love You" - Lenny Williams

"I Can't Take It" - Tegan & Sara

"Over and Over" - Nelly Feat. Tim McGraw

"Kick, Push II" - Lupe Fiasco

"Roadside" - Rise Against

 

Hanson-Underneath

Melissa Etheridge-Watching You

Melissa Etheridge-Dont You Need

 

Keane - "A Bad Dream"
Vienna Teng - "Passage"
Michael Jackson/Babyface + Stevie Wonder - "Gone Too Soon"
Queen - "Save Me"
Queen - "Too Much Love Will Kill You"
The Darkness - "Seemed Like A Good Idea At The Time"

 

YouTube - Venetian Snares - Öngyilkos Vasárnap

YouTube - Venetian Snares - If I Could Say I Love You

 

The Saddest Song Ever is "He stopped loving her today" by George Jones. Not the saddest song I've ever heard, the saddest song EVER WRITTEN.

 

Bread: Everything I own
Garth Brooks: If tomorrow never comes

 

anything by jets to brazil

 

sea anemone

 

idiot wind by bob dylan

 

Giddy Up Go and Teddy Bear.... You will have to go back a few decades to find these. I can't forget to mention another George Jones song "Grand Tour" but Arron Neville did it better.

 

Expose - I'll Say Goodbye for the Two of Us

 

Tennessee Waltz

 

unusual thread huh... well, my saddest song would be IRIS, its so tragic for me.. i guess most people does like it somehow..

Clover RollOver

 

YouTube - Live - Lightning Crashes

YouTube - Harry Chapin - Cat's in the Cradle

I got a couple Harry Chapin songs I really like but this has to be my favorite

 

YouTube - Phantom 309 Teddy Bear - RED SOVINE YouTube - Daddy's Girl It'll Come Back Freightliner Blues- RED SOVINE YouTube - Red Sovine - Phantom 309 When my son was about 10 or so he would ride with me on Saturdays on an Auto Trader route and I would play a cassette tape of Red Sovine's sad tear jerking country songs and laugh my ass off when he would start muttering "Oh NO" and start blubbering and crying.. I would stop to make a delivery and people would see him and I am sure they thought I had been beating on him by the way they looked at me and that would make me nearly pee my pants I would be laughing so hard.