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The 25 Most Depressing Rap Songs

21. Bone Thugs-n-Harmony "Tha Crossroads" (1996)

Album: E. 1999 Eternal
Producer: DJ U-Neek
Label: Ruthless

This record's massive popularity keeps most from even looking at it in an emotional light anymore, but when removed from the context of its pop success, the fact remains: This is one chilling record. "Why'd they kill my dog?" still has no answer, and Uncle Charles is still missed.

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