Nah. I think Rory was a lot smarter and more mature than Dean, and she offered her opinion. She has strong opinions, and I love that she's not afraid to voice them. I don't think that is a negative trait at all. In fact, watching the show growing up, I think Rory is one of the reasons that I am opinionated as well.
The thing is, she wanted the best for him because Dean deserved the best. Rory treated him badly with the Jess thing, but she really did love him a lot. Dean could have gone to a good school, he was smart enough. He just didn't believe in himself. For god's sake the guy built a car out of nothing! He could have went to college, studied Mechanical Engineering or Physics or Robotics; and could have been a really famous and wealthy person. He was certainly cut out for it.
Then he got married at 19? Tell me you don't think that's a wise decision. Dean isn't even a small town guy; he was raised in Chicago. It was just weird. He did have sort of conservative views (he thought the whole Donna Reed thing was nice! *gasp* ---> I'm actually on Rory's side on this one as well) but still he's a Millennial, and last I checked, most of us don't want to settle.
I think Dean just had really low self-esteem, because he was good at so many things (didn't he play two sports?), he was a nice guy and he was good looking. I don't understand why he would not want more for himself. I'd have been right there with Rory, nagging him about his standards. Just because Rory set such high standards for herself, and Dean was just... fine with what he had.
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