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This Will End In Tears: The Miserabilist Guide to Music Top 100 Saddest Songs

By Adam Houghtaling

101 songs

  1. 1.
    9:560:30
  2. 2.
    2:540:30
  3. 3.
    4:170:30
  4. 4.
    4:590:30
  5. 5.
    3:080:30
  6. 6.
    I'm So Lonesome I Could CryHank WilliamsThe Unreleased Recordings
    3:160:30
  7. 7.
    Only The Lonely - 1998 Digital RemasterFrank SinatraFrank Sinatra Sings For Only The Lonely
    4:090:30
  8. 8.
    4:400:30
  9. 9.
    1:03:350:30
  10. 10.
    Last Night I Dreamt That Somebody Loved Me - 2011 Remastered VersionThe SmithsComplete
    5:050:30
  11. 11.
    3:180:30
  12. 12.
    4:020:30
  13. 13.
    Auld Lang Syne - 2003 Digital RemasterGuy Lombardo & The Royal CanadiansChristmas Classics
    2:080:30
  14. 14.
    Who Knows Where the Time Goes - LiveNina SimoneThe Essential Nina Simone
    8:110:30
  15. 15.
    2:390:30
  16. 16.
    The Last LetterRex GriffinHillbilly Classics
    3:050:30
  17. 17.
    3:100:30
  18. 18.
    Sometimes I Feel Like a Motherless Child/Minstrel ManPaul RobesonSpirituals
    2:550:30
  19. 19.
    1:020:30
  20. 20.
    Not Dark YetBob DylanTime Out Of Mind
    6:270:30
  21. 21.
    2:270:30
  22. 22.
    You Forgot to AnswerNicoAll Tomorrow's Parties
    3:110:30
  23. 23.
    Mahler: Das Lied von der Erde: VI. Der Abschied, "Die Sonne scheidet hinter dem Gebirge" (Contralto)Gustav Mahler, Otto KlempererMahler: Das Lied von der Erde
    29:320:30
  24. 24.
    0:580:30
  25. 25.
    2:460:30
  26. 26.
    3:360:30
  27. 27.
    6:530:30

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