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7. Jennifer Lopez and Casper Smart

Jennifer Lopez rebounded with dancer Casper Smart, 18 years her junior, right after she split with husband number three, Marc Anthony in July 2011. Jen’s a serial monogamist who doesn’t like to be alone, so it was no surprise she hooked up with someone right as her divorce was in the works. For a while there, it looked like this May-December romance might go the distance. But after 2.5 years the unlikely couple parted ways in June 2014. What is surprising is that J-Lo hasn’t hooked up with anyone else yet. As revealed in her book, True Love, she’s going to try to enjoy some healing time as a single woman before opening herself up to yet another relationship. Good luck with that, Jen.

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Helga Esteb - shutterstock.com

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