Songs, albums, artists. All of them.
  1. Sailboat by Ben Rector
    This is my #1 sad song. I'm probably in a tough place if I chose to listen to this song.
  2. Ghost Stories by Coldplay
    The entire album. Every song. Every single one. One of my friends broke my heart two summers ago and from there on out, it was my sad album.
  3. Adele
    Just all of it. Wtf, obviously.
  4. A Bad Dream by Keane
    Actually a decent portion of this album, Under the Iron Sea, is quite melancholy
    Suggested by @kate81
  5. The Blower's Daughter by Damien Rice
    Suggested by @kate81
  6. Brick by Ben Folds Five
    Suggested by @kate81
  7. Edge of Desire - John Mayer. Or basically all of His Battle Studies album.
    It's my favesies but I always feel down afterwards. Haha
    Suggested by @aminam
  8. Fay Wolf
    All of it. Perfect for wallowing but also making your heart hurt just a little less.
    Suggested by @nelle
  9. can I just say Elliot Smith? all of it. any of it.
    but you might want to kill yourself. maybe too sad.
    Suggested by @paaarks
  10. The National. ALL The National.
    Suggested by @michael_circa91
  11. All By Myself by Eric Carmen
    Best when sing-shouted.
    Suggested by @cordeliane
  12. Badly Drawn Boy - Epitaph
    Not his best song (the album is so loaded with brilliant moments that it's still perfect as a whole), but I cannot listen to this song, with it's refrain of "I hope you never die."
    Suggested by @WSPR
  13. Iron & Wine - Upward Over The Mountain
    I mean, this could be any number of I&W songs, but his more lo-fi stuff lends itself well to heartbreak.
    Suggested by @WSPR
  14. Sharon Van Etten - All I Can
    This is The Ultimate. I recommend it to everyone who ever asks about cathartic music. Blast this shit. No joke.
    Suggested by @WSPR
  15. Counting Crows - August and Everything After
    Suggested by @listerine86