The Gilmore Girls episode that is listed as 2.14 is entitled “It Should’ve Been Lorelai”. This is one of the few times that we see Christopher on the show. However, this time when he comes to town he doesn’t want it to be too confusing and there shouldn’t be any drama right? He’s just bringing his current girlfriend Sherry to meet Rory, what could go wrong? I also find it funny to see Lorelai and Rory try to entertain their guests because they never have proper food in the house and it’s usually messy so give some advance notice.
Lorelai tries to play things cool but secretly she really resents how Sherry comes in and tries to dominate Rory’s life. However, when Emily finds out she’s even less subtle and less approving. It’s the first time we meet Sherry on the show even though she does appear in several other episodes.