RORY: I have to go.
JESS: What? Did I do something or –
RORY: No, no. This was . . . you were – are . . . it was wonderful, and I look forward to many similar occurrences in the future, but right now, I have to go. Understand?
JESS: Not at all.
RORY: It’s more fun that way, isn’t it?
Rory has to go straight after the kiss because she is going to see Dean. Jess may not have found that explanation quite so quirky and charming. It feels as if Rory is being emotionally dishonest with Jess right from their first kiss as a couple. Unfortunately, one of the things she may have learned from being with Dean is that it isn’t always safe to be honest with your boyfriend.
Although seriously, apart from plot drama, did Rory really have to see Dean right after her first kiss with her new boyfriend? This also feels like “the games beginning” between Rory and Jess.