Top 10 Saddest Hip-Hop Songs

9. T.I. ft. Justin Timberlake - "Dead and Gone"

The song was dedicated to T.I.'s late friend, Phil. Phil was killed in a nightclub shooting. The guys in the nightclub were trying to hurt T.I. and his crew that night. T.I. felt totally responsible for Phil's death because he took the bullet for him. Also in the song, T.I. is ready to say goodbye to his troubled past and move on in his life. He says, "The old me is dead and gone."

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