What are songs about a painful breakup?

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If you're asking about songs specificly, the scariest painful breakup song is "Kim by Eminem" I cried, I do not recommend this if you are under the age of 16.

 

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Though not exactly about break-ups, a great song is "Ex-Factor" by Lauryn Hill. The lyrics are pretty deep, and speak about two people in a destructive relationship. Check it out on YouTube.
First answer by Delighlacutie21. Last edit by Ookook. Contributor trust: 35 [recommend contributor recommended]. Question popularity: 1 [recommend question].