While attending her mother’s charity auction, Lorelai runs into an attractive man at the bar, and takes an immediate shine to him. Although they don’t exchange names or details, Lorelai will later discover his name is Peyton Sanders. They go on a date together, but despite their initial attraction, Lorelai discovers that Peyton is a world-class bore and they have nothing in common except (apparently) both liking David Bowie.
Peyton is played by Jon Hamm. His first role was Gorgeous Man at the Bar (uncredited) on Ally McBeal, so this was a return to his origins – at least this time he got a named role, and was credited! In 2000-2001, he had a recurring role on Providence, a quirky feel-good romantic drama about a woman returning to her home town in Rhode Island and getting help from her mother’s ghost.
Jon Hamm went on to have a successful career in film and television, gaining household recognition as Don Draper, the anti-hero protagonist of Mad Men (2007-2015), a drama set in an advertising agency in the 1960s. Alexis Bledel would later have a short role on Mad Men in 2012, which is when she began dating her husband, Vincent Kartheiser, who plays Pete Campbell on the show, a man who has an affair with Alexis’ character, Beth Dawes.