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The 25 Most Depressing Rap Songs

4. Eminem "Kim" (2000)

Album: Marshall Mathers LP
Producer: F.B.T
Label: Aftermath, Interscope

Eminem has a deeply visceral discography. He drives a fictional fan to murder and suicide on "Stan." He publicly blasts his mother's parenting skills on "Cleanin' Out My Closet." But no record of his is more disturbing than "Kim," in which he kills his daughter's mother (and her new boyfriend and stepson) of the same name. The sting of betrayal from his ex-wife leaves its mark all over the record—the chorus is an extended painful yelp—and even with the fact that none of this really happened in mind, the violence is still jarring.

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