It's interesting to me that, while Dean is very respectful to Lorelai herself, he is at several points pretty disparaging about Rory's relationship with her. "Well, you just feel that way because your mother feels that way," and "I say I love you, and you want to think about it? Go home and discuss it with your mother?"
And Jess is less respectful to Lorelai herself, but he never says anything against Rory's relationship with her, never seems annoyed or resentful of it. He sometimes expresses resentment about Lorelai's hatred of him, but never about Rory's closeness to her, even though he could have at various points and even though he probably doesn't understand it. And it's interesting to me, because Jess antis would probably assume that he's the one who would be saying things like the quotes above, trying to drive a wedge between them, but he never does. It's the "nice" guy that Lorelai likes so much.