Which Songs Never Fail To Break Your Heart?

Illustration for article titled Which Songs Never Fail To Break Your Heart?

Crappy Valentine's! And welcome to our all-time favorite hateful love songs post. The thing about love songs is that they only seem good when you're really really miserable thanks to love. In fact, if you're in a relationship and you find yourself listening to, say, "Divorce Song" or "I Am Trying To Break Your Heart" or "Unsatisfied" or "She's Gone"...or "I Want You" or "Song Cry" or anything Smiths or off that pink Beck breakup album or that suicidal wrenching Jennifer Hudson number from Dreamgirls...yeah, you're maybe not going to be in that relationship long because that song is actually trying to break your heart. Anyway! In the spirit of this, which is to say, the fact that the only thing any of us single people ever got from love was an iPod full of aborted dreams...


I'm asking for a comment dump! A misery playlist with your patheticmost songs, lyrics, and how they make you feel. I.e. the part of Mariah Carey's Shake It Off, where she goes "Hold up, my phone's breakin up, lemme hang up and call the machine right back" was consistently for a good three months the sole source of mirth in my life; a moment of dumbass levity in the midst of a sea of songs about dead boyfriends and the tears of a clown.



I cannot listen to "Butterfly" by Mariah Carey when on the subway ("You have given me the courage to be all that I can/And I truly feel your heart will lead you back to me when you're ready to land"). Ditto "Nobody Knows" by The Tony Rich Project.