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2. Halle Berry

Gabriel Aubry and Halle Berry at ELLE Magazine's 15th Annual Women in Hollywood Event. Four Seasons Hotel, Beverly Hills, CA. 10-06-08
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Halle Berry is one of those celebs who seem doomed to go from one lover to another. Following two nasty divorces, the Oscar winner began dating model Gabriel Aubry, nine years her junior. They went on to have a child together, daughter Nahla. Five years into the union the couple split and endured a bitter custody battle for their child. We hope Halle does better with her current husband, actor Olivier Martinez, who is the same age as her (48).

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