Christie Brinkley and Peter Cook had plenty of bombshells -- Peter allegedly had an affair with a then-teenage assistant and admitted to a $3,000 per month online porn habit.
Kelsey Grammer was seen in a different light after he allegedly cheated on ex Camille with Kayte Walsh, whom he later married.
Paul McCartney and Heather Mills may have had the most infamous split on our list, as Heather was awarded nearly $50 million in her settlement. At the time, nude photos of Heather were leaked to the media along with reports that McCartney was allegedly abusive.
Surprisingly, Michael Jordan and ex Juanita were able to split amicably despite rumors that Michael was unfaithful. When all was said and done, Juanita walked away with $168 million.
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