RORY: Sure, when Dean said he’d call, he always called, but where’s the fun in that?
LORELAI: Oh, honey, don’t do that.
RORY: Do what?
LORELAI: Compare Dean and Jess, that’s not fair. They’re different people.
RORY: Clearly. One calls when he says he will and one doesn’t.
Dean phoned Rory obsessively – five times a night was considered normal in the early days of their relationship, when Dean presumably felt secure and happy. As he became less secure, he phoned Rory to the point that she began getting impatient, and at the height of his paranoia, rang 14 times while Rory was working on a school project, which alarmed her a little bit.
However, Rory is now seeing Dean with rose-tinted glasses, and now all she can remember is that Dean was reliable at phoning when he said he would. Lorelai tells her it isn’t fair to judge Jess against Dean – but then says that’s because Dean is so obviously superior! It would have been more helpful if she reminded Rory of all the times Rory got fed up with Dean’s obsessive phone calls.