TV’s Biggest Heartbreakers

Don (Jon Hamm) was living the perfect suburban life with the job, the house, and the family. Still, that didn’t stop him from hitting the mattress with at least four other women during his marriage to Betty (January Jones). Once she left him, he became even worse, even driving his secretary to quit when he slept with her and later pretended it never happened. Although he got engaged again at the end of the fourth season, we doubt his womanizing days are behind him.