5. Ray J
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Ray J’s life has never been the same after filming a sex tape with Kim Kardashian. The two were in a serious relationship, but after the tape was released, it seems that Kim’s career took off, and Ray J was known as the creepy guy who made a sex tape. Of course, Kim’s tears and manufactured anguish about the exposure she got from the tape helped the public to feel sorry for her. Ray J, who is the brother of singer and actress Brandy, went on to record more music and had a reality show called For The Love of Ray J. However, his promising career has never quite gotten back on track. Sad. Also See: 25 greatest self made men in history (With Pictures)
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