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saddest songs ever

Garth Brooks - "The Change" and "When You Come Back To Me Again." The former was dedicated to the victims of the Oklahoma City bombings, gets me every time.
 
How a song sounds seems to be related to the context they are used. Since I first a lot of songs in movies, TV shows, etc., often how they're presented seem to make a difference to how I view them. Anyway, here's my top 10:

1.) Hands to Heaven by Breathe (one of our local radio stations played this song as a memorial to 9/11 victims
2.) "Full of Grace" by Sarah McLachlan (used at the heartbreaking end of Buffy S2)
3.) "Possession" by Sarah McLachlan (also a "dark" song- supposedly most of the lyrics were from an obsessed fan who later killed themselves?)
4.) "Angel" by Sarah McLachlan (used in "City of Angels" but plenty sad all on its own- she writes good music but most of it seems pretty sad/dark)
5.) "Goodbye" by Natalie Imbruglia
6.) "The Last Song" by Elton John
7.) "Nobody Lives Without Love" by Eddie Reader (from "Batman Forever" soundtrack)
8.) "Evening Falls"(?) by Enya (from her "Watermarks" album-most of which is pretty dark).
9.) "How Soon is Now" by Love Spit Love/T.A.T.U. (theme song for "Charmed")
10.) "What's Going On" by Marvin Gaye/Cyndi Lauper
 
Lucky Jim's cover of Leonard Cohen's "Hallelujah"
Cowboy Junkies' "This Street, That Man, This Life"
Anything from Bob Dylan's Blood on the Tracks
Bob Dylan's "Sara"
Bob Dylan's "Sad-Eyed Lady of the Lowlands"
Bob Dylan's "Not Dark Yet"
Bob Dylan's "Shooting Star"
Bob Dylan's "What Good Am I?"
Stan Rogers' "The Last Watch"
Stan Rogers' "MacDonnell on the Heights"
Stan Rogers' "Turnaround"
Warren Zevon's cover of Bob Dylan's "Knockin' on Heaven's Door"
Sia's "Breathe Me"
 
"Mickey's Theme" from Rocky III
"Why cant this night go on forever" by Journey
"Send in the Clowns"
"Sweet November" by The Deele
"Dance with my father again" by Luther Vandross
"Killing me Softly" by Lauren Hill
"The Last Song" by Elton John
"Burn" by Usher
"Oh No" by the commodores
 
'Pictured Within' - Jon Lord
'Wait A While' - Jon Lord
These from his solo album Pictured Within, which he wrote in the year after his mother died, and my own mother died this year, so the personal significance is strong. I can't listen to either of these songs without tearing up.

'Dust In The Wind' - Kansas
'Meadows Of Heven' - Nightwish

And some of those preeviously mentioned.
 
I'm sure some of these have been listed:

"Eleanor Rigby" - The Beatles
"Lightning Crashes" - Live
"Bittersweet Symphony" - The Verve
"Dust in the Wind" - Kansas
"The World I Know" - Collective Soul
"Forrest Gump Suite" - Alan Silvestri
"The Inner Light Suite" - Jay Chattaway
"Wreck of the Edmund Fitzgerald" - Gordon Lightfoot
"Sleepwalker" - Santo & Johnny
"Hushabye" - The Beach Boys version

J.
 
Tears in Heaven.... Eric Clapton
my grandmother passed away 10 days ago... and I just played this song over and over again

It truly is the saddest song, but so beautiful

The song first came out when my niece was 15 years-old and was her favorite song. Later that year she committed "suicide" and Tears in Heaven was played at her funeral. To this day I can't listen to it.
 
The first 16 bars of the Lacrymosa from Mozart's Requiem Mass in D minor.

It's the last thing he wrote before he died. He knew he was dying and since it was the Lacrymosa, he had the orchestra mimic the sound of weeping. It gets me every time.
 
"I'm so lonesome I could cry" Elvis said it was the saddest song he'd ever heard.
 
Brother can you spare a dime? - "why can't you remember, I'm your pal?"
Knoxville Girl - "Oh Willy dear, do kill me here, I'm unprepared to die! She never said another word, I only beat her worse"
Crazy (written by Willie Nelson, sung by Patsy Cline)
I fall to Pieces (song by Patsy Cline)
The little Girl and the Dreadful Snake (Sung as a duet by Bill Monroe, when Jimmy Martin worked for him)
Summertime (Sung by Janis Joplin)
The End (The Doors)
Drifting to Far from the Shore (sung by the Stanley Brothers)
Burning Times (sung by Allerian Starbrother)
 
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