Before Hamm was the slick Don Draper on Mad Men, he was one of the worst dates Lorelai had ever been out with. Hamm appeared in a Season 3 episode as Peyton Sanders, the handsome son of one of Emily's friends, which meant that even though Lorelai hated every second of their date, she gets guilted into a second one to appease her mother. Unfortunately, Lorelai and Peyton's trip to see David Bowie all happened off-screen and he was never seen again.