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Mine would be Undun by The Roots. The first time I listened, knowing the story, I could not stop hysterically crying. Even now, certain songs like "Make My" come up in shuffle and make me teary eyed.
Other contenders would be "My Beautiful Dark Twisted Fantasy" by Kanye and any album by Bon Iver. Does anyone have a favorite "sad" album? |
| carrie and lowell by sufjan stevens |
| Sinead O'Connor's second album. |
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Staind
Break the Cycle |
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Either/Or by Elliot Smith
Almost anything by The Smiths |
| The Swell Season |
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Air Supply
Showing my age I think. |
| Morrissey. The Smiths. Made me want to dig my own grave. |
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Beck's, Sea Change
Thursday's Full Collapse has its anguished moments |
| +1 for either/or |
You do know that a lot of their/his stuff was tongue in cheek, right? Some of it makes me laugh out loud. |
|
The Cure, Disintegration.
Pretty much anything sung by Billie Holiday. |
| Another vote for Carrie and Lowell, and I'd add Johnny Cash's version of "Hurt" for good measure. |
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Some Bread album my mom used to listen to.
"I Wanna Make it with You" and "If a picture paints a 1000 words, then why can't I paint you" are two that remain in my head. |
| Nick Drake, and then he killed himself |