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Cry Your Eyes Out: 100 Sad Love Songs

July 19, 2008
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Every so often the mood will strike me to listen to some sad love songs. There’s a number of reasons why somebody might want to listen to sad love songs – from break-ups to unrequited love to missing someone, there are times in life when a sad love song instead of a happy one is needed.

This collection of sad love songs has a little bit of everything across different types of music and definitions of love. Some of these songs are angst driven, while others are despair. Some might even be considered to be anti-love songs or break up songs.

Whatever you call them, I hope you enjoy this little collection of sad love songs.

You might want to have a box of tissues on hand – some of these songs are the kind of sad love songs that make you cry. (No, we won’t call you a wimp or make fun of you!) Have a favorite sad love song? Share it with us in the comments below.

Update: A lot of people have requested I post a list of the actual songs on the playlist and after noticing that sometimes they will disappear from playlist.com’s site I decided I would list them here just in case some of them go missing. And if you need 200 more sad love songs, then don’t forget to check out list of songs about breaking up.

100 Sad Songs to Make You Cry in complete random order:

1. The Things You Said / Depeche Mode
2. Fade Into You / Mazzy Star
3. Circle / Edie Brickell
4. Home / Michael Buble
5. Stay / Lisa Loeb
6. Warning Sign / Coldplay
7. Listen To Your Heart / DHT
8. Collide / Howie Day
9. Pictures Of You / Cure
10. I’m Not Crying / Flight of the Conchords
11. Bedshaped / Keane
12. I Wish You Love / Natalie Cole
13. So Low / Self
14. This Is The Last Time / Keane
15. Back To Black / Amy Winehouse
16. Bell Book and Candle / Eddi Reader
17. Courage / Sarah Polley
18. Fast Car / Tracy Chapman
19. White Flag / Dido
20. Night swimming / Rem
21. Mayonnaise / Smashing Pumpkins
22. Breathe Me / Sia
23. I’m Not In Love / Tori Amos
24. Rain / Cunninglynguists
25. Heart / Stars
26. The Winner Takes It All / Abba
27. What Sarah Said / Death Cab for Cutie
28. I Just Don’t Think I’ll Ever Get Over You / Colin Hay
29. Tears In Heaven / Eric Clapton
30. Lost Cause / Beck
31. Miserable At Best / Mayday Parade
32. November Rain / Guns N’ Roses
33. In Your Room / Depeche Mode
34. Fallen / Sarah McLachlan
35. Separate Lives / Phil Collins
36. Your Ghost / Kristin Hersh
37. I’ll be there for you / Bon Jovi
38. No Poetry / Gary Jules
39. Like You’ll Never See Me Again / Alicia Keys
40. Elevator Love Letter / Stars
41. I’ll Catch You / The Get Up Kids
42. Gloomy Sunday / Sarah McLachlan’s
43. All by Myself / Celine Dion
44. The Dangling Conversation / Simon & Garfunkel
45. Iris / Goo Goo Dolls
46. Why Does My Heart Feel So Bad? / Moby
47. Heartbeats / Jose Gonzalez
48. Why / Annie Lennox
49. What Happens When The Heart Just Stops / by The Frames
50. Sleep Alone / Moby
51. Brick / Ben Folds Five
52. Everything I Own / Bread
53. Send In The Clowns / Judy Collins
54. I’m Lost Without You / Blink 182
55. Needs / Collective Soul
56. Closer / Joshua Radin
57. Comfortable / John Mayer
58. I Cant Make You love Me / Bonnie Raitt
59. This Years Love / David Gray
60. Cry / James Blunt
61. Landslide / Stevie Nicks
62. Everything Reminds Me of Her / by Elliot Smith
63. Rewrite / Sia
64. Don’t Forget Me / Red Hot Chili Peppers
65. Wicked Game / Chris Isaak
66. Nothing Compares 2 U / Sinead O’Connor
67. I Know It’s Over / Smiths
68. Killing Me Softly / Roberta Flack
69. Screaming Infidelities / Dashboard Confessional
70. Already Lost / Rainer Maria
71. Clumsy / Our Lady Peace
72. Fade / Staind
73. Machines / Biffy Clyro
74. Some Things Last A Long Time / Daniel Johnston
75. Famous Blue Raincoat / Leonard Cohen
76. Fake Plastic Trees / Radiohead
77. Inside Of Love / Nada Surf
78. Fix You / Coldplay
79. The Rose / Bette Midler
80. Everything You Want / Vertical Horizon
81. Bright Lights / Matchbox 20
82. The Scientist / Cold Play
83. One / U2
84. Your Sweet Voice / The Reindeer Section
85. Cannonball / Damien Rice
86. How To Save a Life / The Fray
87. Thunder / Boys Like Girls
88. Delicate / Damien Rice
89. All The Same / Sick Puppies
90. Fire And Rain / James Taylor
91. Hold On / Sarah Mclachlan
92. Slipped Away / Avril Lavigne
93. Missing / Evanescence
94. Good Woman / Cat Power
95. Understanding / Evanescence
96. Falling Out Of Love / Aqualung
97. I Know / Jude
98. Trouble / Coldplay
99. My Immortal / Evanescence
100. Breathe / Anna Nalick

And for good measure I have one more to add to the list:

101. Fallen for You / Sheila Nicholls

Hope you enjoy these everybody – and hopefully they will help with whatever reason it is that you needed a sad love song to listen to.

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