The 12 Most Depressing Hip Hop Tracks

Puff Daddy feat. Faith Evans & 112 – “I’ll Be Missing You”

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Diddy performs onstage at the 2015 iHeartRadio Music Festival at MGM Grand Garden Arena on September 19, 2015 in Las Vegas, Nevada

Credit: Kevin Winter/ Getty Images

His first performance of this song with Fatih Evans was one of the biggest tear-jerkers in hip hop history.

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