Mine's
Cinderella by Steven Curtis Chapman.
This man lost his youngest daughter hours before his eldest daughter's engagement party,
days before his son's graduation party.
She got ran over by Chapman's 16 year old son accidentally.

How sad.
I wouldn't know what to do if I were him.

Whiskey Lullaby by Brad Paisley

It's about a guy that was so heartbroken when his gf cheated on him that he killed himself. Later on, the girl feels so guilty she does the same. In the MV, he forgives her though, and they're reunited in death.

Donny Hathaway- A song for you
(the original is by leon russell)
i don't know if it'll compare to the two songs above me but everytime i listen to it...it just makes me think of losing someone over your own mistakes..

i also like the version by usher..well its not really a cover song but he sang it love once and it was beauitful (even though he paused for a few seconds and went off pitch in one high note..but he almost teared up!)

usher- song for you performance

I Don't Love You by My Chemical Romance

♥ I love that song.

wth. ENGLISH HAHAAH
hmm...
When You Were My Girl by Anthony Callea always made me sad for some reason. It's just about regret after breaking up with someone but I don't know. It's sweet.

Nineteen Stars by Meg & Dia is heartbreaking in the sense of what the person it's about is going through. It was written to be hopeful but the overall story's sad.

The Man Who Can't Be Moved - The Script

Listening to it on repeat during a fan fic = buckets of tears. And I'm not sure if they were due to the fan fic either.

Alyssa Lies by Jason Michael Carroll

Concrete Angel by Martina McBride

Both are about child abuse and definitely very depressing

Wild Horses by the Sundays (original by Rolling Stones)
the lyrics themselves don't sound too sad, but the way she sings it is great

The Smith's I Know It's Over is the only song in recent memory that really touched me when I finally listened to the lyrics.

Their Meat is Murder live gives me chills too. After you get over the first shock of the studio recording and it's lyrics, his voice in the lives versions are just too haunting.

Tears in Heaven by Eric Clapton.

He wrote it for his son, whose death resulted from falling out of a building. It's quite tragic and it always makes me cry.

Unbreak My Heart - Toni Braxton

this song gives me chills....

all 4 one - not ready for goodbye.
deepside - dont tell me its over
well okay, its not THAT heartbreaking but when you're in that position, its hella heartbreaking.

Third Eye Blind - The Background
Oasis - Roll It Over
Ocean Colour Scene - Robin Hood
Frank Sinatra - I'm A Fool To Want You

I'm sure there are more depressing songs...but these hurt me the most. I think about what could have been, what should've been...how things are. How its all my fault.

Confessions (Of a Broken Heart) - Lindsay Lohan.
The lyrics to the song make me tear up.

There's a lot of other songs, but that one was the first one that came to mind.

I Miss You Like Crazy- The Moffats (don't laugh, it made me tear up ='()

Just so you know by jessie mccarney

seconded. 'asleep' is also quite sad. whether it is or not, i always think it's about suicide.

for me, it's definitely
dance with my father - luther vandross
it makes me cry every time i listen to it

Mew's She Came Home For Christmas.

daddy's little girl -frankie j

omg mew. they make me so emotional. i guess i should add that 'comforting sounds' makes me quite sad.

Daddy's little girl - Frankie J I did cry for this one, especially when you're in your bef, alone, with nothing else than the song. So touching.
I Say A Prayer For You - Girls Aloud The lyrics, the vocals, the melody. Love it.
Last Night On Earth - Delta Goodrem God, amazing.

There are a lot I can't think of as of now but they're the most "tearjerking".

"Let that be enough" by Switchfoot

http://www.youtube.com/watch?v=ZjNms_H1sJM...feature=related

Usher - Seperated
Good thing listening to music you can't understand (japanese/korean/etc) is that you can't understand the lyrics and realize how depressing they are :/

i highly recommend Spanish Doll by Poe.
youtube LINK

its about the death of a father and how a daughter misses and loves him.
a very painful song; its melody is heartbreaking and her voice is almost magical.

Babyface - With Him
Bonnie Raiit- I Can't Make You Love Me

Stephen Speaks - Out of my League

For some reason, White Houses by Vanessa Carlton makes me want to cry.

shawn desman- let me down easy

its so sad

alain cruz - if i say
hope - who am i to say
frankie j - daddy's little girl
l. vandross - dance with my father

=[

for some reason, i like jason miller - lullaby
the mostttt.... T.T;;

BEFORE I LET YOU GO BY FREESTYLE (a filipino band)
but it is in english,this is popular in phil .
esp. to those who are brokenhearted
it's lyrics,beat,delivery(everything is tearjerking)
because the members of the band write the song
from their past experiences themselves

-the last line of the song is:
BUT BEFORE I LET YOU GO,I WANT TO SAY I LOVE YOU :'(

l
l
l
v

http://www.imeem.com/kyutzo/music/oEk336Yk...e_i_let_you_go/

respond if you like it!
can i post d' lyrics?
puh-leese,this is one of my most heartbreaking song:
</3
I can still remember yesterday
We were so in love in a special way
And knowing that you love me made me feel, oh so right
But now I feel lost don't know what to do
Each and everyday I think of you
Holdin' back the tears I'm tryin' with all my might

Refrain:
Because you've gone and left me standing all alone
And I know I've got to face tomorrow on my own
but baby

Chorus:
Before I let you go
I want to say I love you
I hope that you're listenin' cause' it's true, oh baby
You'll be forever in my heart and I know that no one else will do, oh yeah
So before I let you go
I want to say it
I love you

I wish that it could be just like before
I know I could've given you so much more
Even though you know I've given you all my love
I miss your smile I miss your kiss
Each and everyday I reminisce
cause' baby it's you that I'm always dreaming of

Refrain:
Because you've gone and left me standing all alone
And I know I've got to face tomorrow on my own but baby

Chorus:
Before I let you go
I want to say I love you
I hope that you're listenin' cause' it's true, oh baby
You'll be forever in my heart and I know that no one else will do, oh yeah
So before I let you go
I want to say it

Bridge:
Cause' letting love go is never easy
But I love you so that's why I set you free yeah yeah
And I know someday somehow
I'll find a way to leave it all behind me
Guess it wasn't meant to be
but baby

Chorus:
Before I let you go
I want to say I love you
I hope that you're listenin' cause' it's true, oh baby
You'll be forever in my heart and I know that no one else will do, oh yeah
So before I let you go
I want to say it
So before I let you go
I want to say it

I love you

Two Headed Boy & Two Head Boy Pt 2 by Neutral Milk Hotel.

They're both beautiful pieces, I cried when I first listened to the songs while reading the lyrics.

Jess Mangum's voice is so emotional and raw.

Heaven by DJ Sammy and the Original dude
Not ready for Good-bye - all 4 one(?)