Dangerous Love: 12 Celebrities in Love With Criminals

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5) Sandra Bullock

When Sandy started dating Jesse James, several onlookers suggested that the charismatic bike builder must have some previously-unknown redeeming qualities that appealed to the nearly-there A-list actress besides his rough exterior. Later on, it was revealed that his company violated Clean Air laws, for which it was fined heavily, and a past client sued James, alleging incomplete work. But what ended the relationship for this one time power couple wasn’t the legal stuff; it was a crime of the heart – James cheating on her.