RICHARD: You know, you might wanna come with me next week … To Yale … Oh, I don’t mean to the dinner, that would be boring for you, but you might enjoy seeing the school … Your mother could come too. It would be a fun little adventure … We could drive down, have a little roadside snack, get there about noon. Have a little tour, and then the two of you girls could go off and have fun, and the old folks can have a somber little dinner. I think you’d love to see it. I certainly would love to show it to you.
While in the kitchen together, Richard takes the opportunity to privately invite Rory to Yale University, to take a tour of the university. He couches this is in terms of them having a fun day out together, and him wanting to share his alma mater memories with Rory, but of course he’s hoping she might be persuaded to apply to Yale.
The Annotated Gilmore Girls 