Hilary Swank

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. Cougar role model: Courteney Cox. She keeps her marriage to David Arquette on the down-low, and still gets to vamp it on-screen. FX's "Dirt" wasn't our cup of tea, but she was smokin' hot in it.
Phil Caruso / Warner Bros. Pictures
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