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8. Jesse James

HUNTINGTON - MAY 5: Jesse James appears at a book signing for his book "American Outlaw" at The Book Revue on May 5, 2011 in Huntington, NY.
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James admits to having sex addiction issues, and blames his childhood abuse as the reason he nixes everything great in life. Whether or not this argument holds water, he does have a knack for wrecking his relationships. First it was his breakup with Sandra Bullock in 2010, ironically in the same year the actress won an Oscar for The Blind Side. Following a stint in rehab, he hooked up with Kat Von D.  The latter later claim that he cheated on her with 19 women in a year! What a catch.


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