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Hilary Swank

Hilary SwankCourteney CoxAcademy AwardsChad LoweDavid Arquette
Track record: No younger men to speak of -- and she was previously married to slightly older actor Chad Lowe -- but the Oscar-winner looked just smashing in the otherwise terrible romantic weeper "P.S. I Love You." Cute as a button, a prestige actress... and totally ripe for cougardom. ... Phil Caruso / Warner Bros. Pictures