S6, E6: Richard tries to gather information from Logan about Rory's future plans, but Logan mistakenly thinks that Richard is asking when he plans to marry Rory. Lorelai supports Taylor's (recurring guest star MICHAEL WINTERS) plan to change all the Stars Hollow street names back to their original historic ones, until she learns the disgusting former name of the street on which the Dragonfly Inn is located. Rory makes a surprising confession to Logan. Richard finally admits that he should have never allowed Rory to drop out of Yale and shows up at Lorelai's house to discuss the matter.