Gilmore Girls fans have spent the last decade arguing over who Rory Gilmore truely belonged with. While her first boyfriend, Dean Forrester, was a nice enough guy initially, most fans agree that he wasn’t the right fit for Rory. Her other two main love interests, Jess Mariano and Logan Huntzberger, have plenty of fans, though Rory and Jess edge out Logan and Rory in many Gilmore Girls popularity races. While there were plenty of good things about Jess, in the end, we don’t think he was compatible with Rory. The short-lived relationship didn’t make much sense if you think about it.
Rory and Jess had incredibly different personalities
Jess and Rory were drawn to each other the moment Jess was introduced on Gilmore Girls. The moment Jess stepped off the bus from New York, he was intrigued by Rory. Rory found his mysterious nature interesting. But why? If you look at Rory and Jess as individuals, it never seemed like their personalities were well-suited to each other.
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