S4, E4: While visiting Stars Hollow for the weekend, Rory encounters her ex-boyfriend Dean (former series star JARED PADALECKI), who awkwardly invites her to his wedding the next day. During his bachelor party that night, Dean stumbles into Luke's diner and drunkenly confesses how much he misses Rory. Meanwhile, Taylor Doose (recurring guest star MICHAEL WINTERS), who controls the permit procedures for every building in town, irritates Lorelai and Sookie as they try to get construction started on their new Dragonfly Inn.