[Q Mass]

Apologies if either of these have already been mentioned (just discovered this thread).
They're both by Richard Thomson, and they both cause me to weep like a bairn every time I hear them.
 
https://www.youtube.com/watch?v=Wb7LnZoxUf4
 
 
https://www.youtube.com/watch?v=5yw2yKNLEPc

 

[Dickies]

Not As We  by Alanis Morissette  https://www.youtube.com/watch?v=pWxAeQZKEHg
Wide Awake  by Chris Cornell  https://www.youtube.com/watch?v=KPsY-4E5BXo
Metal Heart by Cat Power  https://www.youtube.com/watch?v=KMZZp1L-MH4
Overcome  by Live  https://www.youtube.com/watch?v=nQrN4Ehu0EU
Cemetery  by Silverchair  https://www.youtube.com/watch?v=sAlTicRF9zA
One Wing  by Wilco  https://www.youtube.com/watch?v=bF3pBjPwgtg
Loss  by John Frusciante  (the whole record is about suicide)  https://www.youtube.com/watch?v=AB38UByqHfo
The Chemical Worker's Song (Process Man)  by Great Big Sea  https://www.youtube.com/watch?v=wSiRWHXz6Ps
Another Lonely Day  by Ben Harper  https://www.youtube.com/watch?v=S8gEQ1QbrAM

 

[kman1211]

Not sure if mentioned but Bronte by Gotye is one I found recently.
https://www.youtube.com/watch?v=le34ygtODfI

 

[xsk3l3t0rx]

a genesis fan and a liverpool fan? did we just become best friends? haha

 

[xsk3l3t0rx]

john lennon - beautiful boy
10cc - im not in love
best coast - no one like you, up all night, our deal
camera obscura - desire lines, fifth in line to the throne, williams heart, razzle dazzle rose
elton john - someone saved my life tonight, sacrifice, the one
garbage - the trick is to keep breathing, you look so fine
george michael - careless whisper, i can't make you love me (cover)
gloria estefan - words get in the way
queen - these are the days of our lives, nevermore, bjiou, dear friends, you take my breath away, dont try so hard, too much love will kill you
talking heads - dream operator
the verve - the drugs don't work
oasis - don't go away
genesis - hold on my heart, in too deep
porcupine tree- stop swimming

 

[Dobrescu George]

everything from la dispute is amazing, and kind of sad.. specially something like "you and i in unison"

 

[serman005]

 I Can't Make You Love Me, Bonnie Raitt (probably has been mentioned, but, I'm just sayin'--it's uber sad and uber good...).

 

[a-mal]

Hurt by Johnny Cash. Amazing cover to the Nine Inch Nails original. It's just so...haunting and powerful.

Also, To Live is to Die by Metallica. Another powerful emotional song that has almost no lyrics whatsoever. It was written as a sort of heartfelt tribute to the late bassist Cliff Burton, and it really shows in their instrumentation and composition.

Would like to mention Space-Dye Vest by Dream Theater, just...another really good song in a sad way.

 
That hurt by johnny cash is classic. Overtook the original and is better by far.
 
I want to add Scar tissue. John frusciantes solos in that song give me tears

 

[baconbash]

   
That hurt by johnny cash is classic. Overtook the original and is better by far.
 
I want to add Scar tissue. John frusciantes solos in that song give me tears

Yes and Yes! Cash's Hurt and Scar Tissue are both excellent!
 
Other sad Johnny Cash songs: Desperado (Eagles cover), Bridge Over Troubled Water (another cover!), Give My Love to Rose (actually by Cash!)
 
While on the subject of John Frusciante and Cash, they collaborated on covers of Heart of Gold and Personal Jesus, which are both good, but not sad.
 
Favorite sads (YouTube links):
Over You - ZZ Top
Tears in Heaven - Eric Clapton
Never Too Late - Three Days Grace
Romulus - Sufjan Stevens
Lightning Crashes - Live
Everything Goes Black - Skillet
Hymn for the Missing - Red (Probably the saddest here and the best)

 

[BobG55]

MOTHER / by John Lennon

MOTHER YOU HAD ME BUT I NEVER HAD YOU
I WANTED YOU, BUT YOU DIDN'T WANT ME
 

FATHER YOU LEFT ME BUT I NEVER LEFT YOU
I NEEDED YOU, YOU DIDN'T NEED ME

MAMA DON'T GO, DADDY COME HOME

SO I, I JUST GOTTA TELL YOU, GOODBYE, GOODBYE

 

[Music818]

Rod Stewart - You got a nerve
 
https://www.youtube.com/watch?v=U3-wDteFibE

 

[BobG55]

SHANNON​

 ​

 ​

ANOTHER DAY IS AT END 
MAMA SAYS SHE'S TIRED AGAIN 
NO ONE CAN EVEN BEGIN TO TELL HER

I HARDLY KNOW WHAT TO SAY 
BUT MAYBE IT'S BETTER THAT WAY 
IF PAPA WERE HERE I'M SURE HE'D TELL HER 

SHANNON IS GONE I HOPE SHE'S DRIFTING OUT TO SEA 
SHE ALWAYS LOVED TO SWIM AWAY 
MAYBE SHE'LL FIND AN ISLAND WITH A SHADY TREE 
JUST LIKE THE ONE IN OUR BACKYARD 

MAMA TRIES HARD TO PRETEND THINGS WILL GET 
BETTER AGAIN 
SOMEHOW SHE'S KEEPING IT ALL INSIDE HER 

BUT FINALLY THE TEARS FILL OUR EYES 
AND I KNOW THAT SOMEWHERE TONIGHT 
SHE KNOWS HOW MUCH WE REALLY MISS HER 

SHANNON IS GONE I HOPE SHE'S DRIFTING OUT TO SEA 
SHE ALWAYS LOVED TO SWIM AWAY 
MAYBE SHE'LL FIND AN ISLAND WITH A SHADY TREE 
JUST LIKE THE ONE IN OUR BACKYARD 

JUST LIKE THE ONE IN OUR BACKYARD
 ​

 ​

 ​

The song is about a dog, Shannon, who has probably drowned while swimming in the sea/ocean.  

 

[erikfreedom]

 
alienhand. a Danish composer of depressive space ambient music.

 

[rcoleman1]

Heather Headley - I Wish I Wasn't. A beautifully sad song.

 

[rcoleman1]

   I Can't Make You Love Me, Bonnie Raitt (probably has been mentioned, but, I'm just sayin'--it's uber sad and uber good...).

Great song. Nancy Wilson did a cover as well.