3. Jennifer Lopez
Although big booty girl Jennifer Lopez managed to settle down for a couple of years with Marc Anthony, gave birth to twins, got back into her acting roots with El Cantante, Lopez must have missed her bad boys because she jumped right into the arms of her younger, hotter backup dancer Casper Smart (that cannot be his real name). However, we are going to take it way back to when JLo was embracing her thug side and dating P. Diddy, who was known as Puff Daddy at the time (she even found herself caught up in a shooting scandal).
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