Dean has always been irritating and TOXIC
This is my 3rd rewatch and this episode (S2E16) pissed me off all over again bc Dean is just so lame. He gets mad at Rory for wanting a night to herself, yet after establishing that they would spend the next day together, he decides to pop up on Rory anyways - UNINVITED. Paris and Jess pop up on her randomly and now he’s mad that Jess is there. He walks into her house yelling at her and in most of season 2, even before Jess comes into the picture Rory is always walking on eggshells with Dean saying things like “I don’t want to make Dean mad” or “I just want to avoid a fight with Dean” when in reality they’re 16… why are we fighting everyday like we’re married with 3 kids???
Should Rory have been entertaining Jess as often as she was? Probably not, that’s a whole nother topic. But Dean was always looking for a reason to be possessive over Rory like dude just vibe, you’re not just vibing.