my immortal  -evanesence

always -siliva

the most depressing of all time for me
is
broken -amy lee and Seether.....

For me I gotta say:

David Dondero - When the heart breaks deep
 -- A song about a cheater. Damn this song touches me.

Goo Goo Dolls - Iris
 -- At least for me

Silverchair - Emotion Sickness
 -- About heroin addiction

Bright Eyes - Lover I don't Have to Love
 -- Self explanatory.

The Eels - I need some sleep
 -- Really mellow but sad

Nine Inch Nails - Hurt
 -- Went to their last tour and he closed with Hurt. damn great

Got shittonne more, this is just my kind of music.

Iris and broken have been on my top playlist for like 3 days... Fantasy knows why... But
They kindof help the pain idk

broken? really Sas?

Yes really! Ha call me what you will but I'm loathing in self pitty!!!!
Loathing!!!

I'm tired after my last three days... But Wednesday is a slow day... It'll pick back up soon I hope

Its a beautiful song .........

But makes me stop ... think and think ........ and with enough wine on board .....cry!!!!

http://www.youtube.com/watch?v=0HhDAKuROEA

weepy fish

street spirit - radiohead

Fields Of Gold- Eva Cassidy
Concrete Angel- Martina McBride
Two Beds and a coffee machine- Savage Garden
My Immortal- Evanescence
May It Be- Enya
Loads of Westlife songs
I dont wanna miss a thing-Aerosmith
These are the days of our lives-Queen
What about us- John Barrowman (not totally depressing but really good    )

NIN's Hurt is great, really like Johnny Cash's cover to it's so sincere.

One of the most depressing songs of all time is The Waterboys - She tried to hold me.

As well 'Fruit Tree' by Nick Drake.

Just about all the tracks on My Chemical Romance's "Black Parade"

Sadness songs? EASILY Coldplay - Fixyou | Or Viva La Vida.. Goto listen.grooveshark.com to search for yah songs in full. I use it all the time when I can't be screwed using my Ipod.

Happy hunting

-EDIT- And of course Talk - Coldplay

This is my Top 40 Most Sad/Depressing Songs of all time...
All have had a very high emotional value in my life

1. Parachute - The Mess I Made
2. All Time Low - Too Much
3. Augustana - Hey Now
4. Daughtry - September
5. David Cook - Permanent
6. Flyleaf - So I Thought
7. Lifehouse - Broken
8. Kings Of Leon - Use Somebody
9. R.E.M. - Everybody Hurts
10. From Autumn To Ashes - Autumns Monologue
11. 3Oh3! - Still Around
12. Miley Cyrus - These Four Walls
13. Metro Station - Kelsey
14. Kelly Clarkson - Already Gone
15. Taylor Swift - You're Not Sorry
16. Cheyenne Kimball - Full Circle
17. Christina Aguilera - You Lost Me
18. John Mayer - Heartbreak Warfare
19. Keith Urban - You'll Think Of Me
20. Gretchen Wilson - Holdin' You
21. Evanescence - My Immortal
22. Taylor Swift - Cold As You
23. Donnie Klang - The Rain
24. The Script - The End Is Where I Begin
25. P!nk - It's All Your Fault
26. Boys Like Girls - Thunder
27. Taylor Swift Feat. Colbie Caillat - Breathe
28. Jason Michael Carrol - Love Won't Let Me
29. Secondhand Serenade - Goodbye
30. Hinder - Without You
31. Jessica Simpson - When I Loved You Like That
32. Kellie Pickler - One Last Time
33. Leona Lewis - Yesterday
34. The Veronicas - Revenge Is Sweeter Than You Ever Were
35. Colby O'Donnis - Let U Go
36. Pussycat Dolls - I Hate This Part
37. Eminem - Space Bound
38. Britney Spears - Out From Under
39. Taylor Swift - Back To December
40. Adele - Chasing Pavements