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Cougars 'n' Cradle Robbers

George Clooney & Stacy Keibler

Steve Granitz/WireImage

Age Difference = 18 years
After dating a looooong line of brunettes, Clooney and the blond former WWE wrestler took their relationship public at the Toronto International Film Festival last fall. But we're pretty sure we'll be back to update this photo before long.

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