Ashton Kutcher's Love Life
Credit: Victor Boyko/GC/Getty
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Demi Moore
The unlikely duo first stepped out as a couple in May 2003. Despite their age difference, the couple became notorious for their PDA-packed outings and gushy tweets. In November 2011, amid Kutcher's high-profile affair with San Diego party girl Sara Leal, Moore announced plans to divorce the Two and a Half Men star.