20. Leonardo Dicaprio
He’s attractive and successful, and having a different beautiful woman on his arm every few months seems to be his top priority. Leonardo DiCaprio has dated almost every supermodel in the world, from Gisele Bündchen and Naomi Campbell, as well as Erin Heatherton, and Bar Refaeli. He’s not opposed to walking down the aisle one day, but he wants things to happen “naturally.”
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