MIXTAPE 101 | Anti-Love Playlist; Sad Songs For Sad People.

antilove breakup song playlist for indie & alternative fans

MIXTAPE 101 | Anti-Love Playlist; Sad Songs For Sad People.

antilove breakup song playlist for indie & alternative fans

Well I think it’s safe to say, love sucks. A lot of times.
Sometimes getting through heartbreak feels nearly impossible. Music is cathartic. In times of heartbreak, or just general sadness, I try to refer to an old saying of mine – “music will save your life.”

And then today, I read an article titled: Broken Hearts Are Truly Painful, Research Shows on the Huffington Post. A very informative as well as surprising article, obviously- they go on to describe comparisons in brain functioning in people describing physical pain versus societal rejection, heartbreak, etc- and how incredibly similar the brain patterns are. Truly not very surprising, when you really get down to it, but still, remarkable nonetheless. They also explain how the same part of the brain controls both physical and social pain, which may be the most important correlation. They also make reference to Broken Heart Syndrome, which is a sort of deep depression type of state following great loss, when experiencing a deep rooted sort of grief.

So, for the love lorn, lovesick, heart stricken – Here’s my compilation playlist of 101 Anti-Love, Break-Up songs, in no real particular order. In other words, my favorite sad bastard music.

Sorry- you won’t find Miley Cyrus or Justin Timberlake on this list. It’s mostly indie, alternative, alt-rock, folk type stuff, with a lot of oldschool-Patsy-Cline-stuff in between. Check out a YouTube playlist with these songs included at the bottom of the playlist below. Also, Spotify playlist below! Sad songs for sad people.
& feel free to let me know what I left off.


  1. Love is a Losing Game – Amy Winehouse
  2. Crying – Roy Orbison
  3. You Belong to Me – Patsy Cline
  4. Don’t Think Twice, it’s All Right – Bob Dylan
  5. I’ve Been Loving You Too Long – Cat Power (cover)
  6. Wake Up Alone – Amy Winehouse
  7. My Dreamgirl Don’t Exist – Neutral Milk Hotel
  8. Summer in the City – Regina Spektor
  9. Ladder Song – Bright Eyes
  10. You Really Got A Hold On Me – She & Him (cover)
  11. Goodnight Bad Morning – The Kills
  12. Anenome – The Brian Jonestown Massacre
  13. You’re Gonna Make Me Lonesome When You Go – Bob Dylan
  14. Don’t Bring me Down – Sia
  15. Lost Cause – Beck
  16. Back to Black – Amy Winehouse
  17. Lose You – Pete Yorn
  18. I Fall To Pieces – Patsy Cline
  19. Scattered Leaves – The Be Good Tanyas
  20. Archipelago – Mirah
  21. Haligh, Haligh, A Lie, Haligh – Bright Eyes
  22. Perfect – Smashing Pumpkins
  23. Black Star – Radiohead
  24. Somebody That I Used to Know – Elliott Smith
  25. Where I End and You Begin – Radiohead
  26. Lost in My Mind – The Head and the Heart
  27. The Child is Gone – Fiona Apple
  28. Skinny Love – Bon Iver
  29. Poison Oak – Bright Eyes
  30. Don’t Think Twice it’s All Right – Bob Dylan
  31. You Know I’m No Good – Amy Winehouse
  32. Wrapped In My Memory – Shawn Smith
  33. A Crime – Sharon Van Etten
  34. Unrequited Love – Lykke Li
  35. The Engine Driver – The Decemberists
  36. Look For Me (I’ll Be Around) – Neko Case
  37. Most Likely You’ll Go Your Way and I’ll Go Mine – Bob Dylan
  38. Going Nowhere – Elliott Smith
  39. Something Vague – Bright Eyes
  40. Metal Heart – Cat Power
  41. Heart of Gold – Neil Young
  42. A Case of You – Joni Mitchell
  43. Somedays – Regina Spektor
  44. Hopefully – My Morning Jacket
  45. Gravity Rides Everything – Modest Mouse
  46. Rattlesnakes – Tori Amos
  47. A Perfect Sonnet – Bright Eyes
  48. Hope – The Submarines
  49. 1,000 Oceans – Tori Amos
  50. I Can’t – Radiohead
  51. Black Hole – She & Him
  52. Twilight – Elliott Smith
  53. Werewolf – Cat Power
  54. I Wish I was the Moon – Neko Case
  55. How To Fight Loneliness – Wilco
  56. Summer in the City – Regina Spektor
  57. I Buried a Bone – Blind Pilot
  58. Never is a Promise – Fiona Apple
  59. Still in Love – Cat Power
  60. Motion Sickness – Bright Eyes
  61. Climbing up the Walls – Radiohead
  62. Somebody That I Used to Know – Gotye
  63. Girl From the North Country – Bob Dylan & Johnny Cash
  64. You Will. You Will. You Will – Bright Eyes
  65. Red Right Ankle – The Decemberists
  66. Song of our So-called Friend – Okkervil River
  67. The Lines of My Earth – Sixpence None the Richer
  68. Love is a Battlefield – Pat Benatar
  69. Bell Bottom Blues – Eric Clapton
  70. Miss You – The Rolling Stones
  71. Human Thing – The Be Good Tanyas
  72. Like a Hurricane – Neil Young
  73. Body and Soul – Billie Holiday
  74. I Hate Myself For Loving You – Joan Jett
  75. Everything Reminds Me of Her – Elliott Smith
  76. Things I Cannot Recall – Blind Pilot
  77. Cry, Cry – Mazzy Star
  78. About Her – Malcolm Mclaren
  79. Strawberry Wine – Ryan Adams
  80. Blood Bank – Bon Iver
  81. Serpents – Sharon Van Etten
  82. I Go To Sleep – Sia
  83. Empty – Ray LaMontange
  84. Flume – Bon Iver
  85. In Spite of All the Damage – The Be Good Tanyas
  86. A Sorta Fairytale – Tori Amos
  87. Leave the City – The Magnolia Electric Co.
  88. Going to Acapulco – Jim James & Calexico
  89. Pyro – Kings of Leon
  90. Stumbleine – The Smashing Pumpkins
  91. Cracker Jack – Starlight Mints
  92. Kiss Off – The Violent Femmes
  93. Modest Mouse – Parting of the Sensory
  94. Bloodstream – Stateless
  95. Up From the Ground – Fort Atlantic
  96. Playing for Keeps – Elle King
  97. Cigarettes and Coffee – Otis Redding
  98. October – Broken Bells
  99. The Notwist – Consequence
  100. Ghost Towns – Radical Face
  101. Piece of My Heart – Janis Joplin



YouTube Playlist

alternative, anti-love songs, bands, break-up, breakup songs, indie, mixtape 101, music, playlist, songs

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