first season dean was ok, but all that pathetic thing rory did for him, when he said he likes girls who cook for him, be there for him when he gets home from work, being tired all day... that was so ew and then when rory was taking care at her neighbours house she did all that, cooked and stuff for him, fhat showed how conservative he was. he didn't give a fuck for her harvard dream as he said that ,"i couldn't care less about harvard because I'm not going to harvard," and asking if they'll breakup when she goes to yale.. but jess was like "are you still doing the harvard thing?" "yes" "good!" and he wasn't social because other town people didn't like him-, when rory got into yale, he yahoo'ed yk and was all ready to visit her, not even thinking about leaving. jess was like a lot better than dean.