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Oh, man; I live for this stuff.
Let's see, just going through my "depresso" playlist, I see:
A Day at the Fair - Most of their songs
Ben Harper - Another Lonely Day, Forever
Bush - Inflatable
Counting Crows - Colorblind
Dashboard Confessional - Most of his songs (I know, it's sold out pop-emo, but he still delivers it pretty sincerely)
Kansas - Dust in the Wind
Mae - Giving it Away
Name Taken - Feeling Sorry
Plain White T's - A Lonely September, Radios in Heaven
Slow Coming Day - Most of their Songs
Something Corporate - Ben Franklin's Kite (again, sold out pop-emo, but still sad)
Stereophonics - Is Yesterday Tomorrow, Today?
The Ataris - Between You and Me
The Cranberries - I Still Do (a very haunting song to me)
The Damnwells - For My Own Good, Sleepsinging
The Get Up Kids - Long Goodnight, New Found Mass (2000)
The Juliana Theory - Don't Push Love Away, Into the Dark, Is Patience Still Waiting?, This Is Your Life
The New Amsterdams - Idaho, Lonely Hearts (this is probably my favorite sad song)
I've also found a few good songs going through this thread, too, so thanks to all who replied.
Itchy92
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