Sara Leal: The Beginning

His age: 33

Duration: 2011

When this relationship started, Kutcher was still married to actress Demi Moore. Sara Leal, a young administrative assistant and aspiring model, became widely known after the night of September 24, 2011, when she and Kutcher reportedly met and spent time together in San Diego.

This encounter coincided with Kutcher and Moore’s sixth wedding anniversary, leading to intense media scrutiny and speculation about their marriage.