Hard to believe there was a time that the Mad Men actor wasn't the most desirable man on earth. Back in the 90s, Hamm appeared on a dating show called 'The Big Date'.



The fun really begins around the 3:16 mark, where a floppy-haired Hamm attempts to persuade the contestant what would have been if she picked him. We're betting that somewhere on this planet, Mary is probably kicking herself for turning Don Draper down!