R&B singer Chris Brown, who pleaded guilty to assaulting his girlfriend Rihanna, appears in court for allegedly violating his probation, in Los Angeles, California, March 17, 2014. [Photo/Agencies]

No. 1: Chris Brown

Reason: No, I'm not sorry at all.

Chris Brown has had his share of lawbreaking. Domestic violence, drug use, picking fights in public... you name anything socially unacceptable, chances are Brown has done it. After the news broke on Brown's domestic violence against singer Rihanna in 2009, his apology was issued only several months later. In the video, he read out a letter, with no emotion, as if it was the homework of preschooler reciting a poem he did not enjoy. A man who cannot control his emotions is not a real man, and Brown is one of them (for now, at least.)

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