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Marcantonio Rota, Ivana Trum
Ivana Trump, 63, has a history of falling in love with younger men and it helps if they're Italian! In 2008, the ex-wife of 66-year-old Donald Trump was briefly married to then-36-year-old Rossano Rubicondi, then dated 50-year-old Antonio Zequila, and can now be seen with the much-younger Marc Antonio Rota. She was the perfect host for the 2006 Oxygen reality show "Ivana Young Man" in which she advised a middle-aged woman on how to land a relationship with a younger hunk.

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