1. Chris Brown
SEE ALSO: 10 Famous celebrities with mental health disorders – #1 will leave you in a big shock (+Photos)
Chris Brown has had his share of mistakes when it comes to love. He was once in a long-term relationship with singer Rihanna, but after their domestic dispute, Rihanna made it clear that she wanted nothing else to do with Brown. The two later reconciled by showing PDA at an awards show. Brown and Rihanna continued their romance for a while, until Brown met aspiring model Karreuche Tran, and began dating her. He, Rihanna and Tran were in a love triangle for a while, until Rihanna wanted out. Tran tried to stick it out with Brown, until she found out he had a child with another woman. Recently, Brown was seen following Tran around at a party hosted by Christina Milian. He then followed her to her SUV after the party. When Tran made it clear she didn’t want to talk, Brown drove to her house and banged on the door until the police were called. Later that night, Karreuche went to a diner with friends, and Chris Brown showed up there, too. Looks like Brown’s crazy moves to win back Tran aren’t working, and could get him in more legal trouble.
–TheRichest
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