So, I write this as I listen to my Gilmore Girls playlist on Spotify and as I wait for the new episodes to stream on Netflix.
Rory's love life was one of the billions of things about the show that I loved. I felt that each love interest was there during a pivotal realization of Rory's life and helped her facilitate great character developments.
*Spoilers from here on out for seasons 1-7*
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Dean & Rory:
Dean, the first boyfriend, the perfect first. Dean was exactly what every girl dreams her first boyfriend will be. He was sweet and caring and he would have done anything for Rory. He spent endless hours watching old movies and tv shows with Rory and Lorelai. For God's sake, he BUILT Rory a car, her first car!
Every time I rewatch those early seasons, I can't help but be smitten with Dean too, but as time moved along, as Rory grew, Dean stayed the same, and he was no longer what she needed. Rory was more secure with who she was and as an already independent person, Dean began to hold her back. Everything was the same with them.
When Dean showed back up in Rory's life in season 5, he was married and that hurt Rory a little. That was obvious to any viewer. Dean was her first love and his new wife was kind of a bitch to Rory when they went to school together. But eventually their old flame for eachother is too hard for either of them to surpress and... bad DEAN!!!! I think what makes me hate Dean in the end is that he cheated on his wife. He broke another girl's heart in the worst way possible, by letting her believe that she was his everything while he slept with someone else, the one he really had feelings for. Now although it made great television, it really made me hate Dean.
But, in the end, we all know that Dean will always be there for Rory.
Boyfriend Rate:1/3
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Jess & Rory:
Jess was the mysterious bad boy from a big city that everyone in town was skepticle of, except Rory. Rory was curious about him. She wanted to uncover his mysteries. She knew that he was good guy and even that he was an inellectual, like her. I really loved how their relationship blossomed. They started out as tutor and student, and then friends, and eventually they were the picture perfect couple that I hope to be one day.
Jess was beyond protective, beyond sweet, and thoughtful, but he had a lot of issues of his own. Those issues were eventually their downfall because Jess needed to figure himself out, but Jess remained in love with Rory, always. When he showed back up, he was still too spontaneous for Rory who was in too much of a different place for him then. When he showed back up again, he had dedicated his first novel to Rory and was the only one who could reach her. She was in a terrible place at this point. Her entire world was crumbling in on her. She wasn't in school anymore, she was on probation, she wasn't talking to Lorelai, and she was living in her grandparents' poolhouse. I give Jess the credit for getting her back on track.
Jess, will forever be the best one for Rory. He knows her better than she knows herself; probably. almost as well as Lorelai knows her. (If it's not already obvious, Jess is my favorite.)
Boyfriend Rate: 3/3
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Logan & Rory:
Logan was the stereotypical rich boy when his character was introduced. He was living it up in college, partying and sleeping around; but, when Rory came along, he began to change. He remained as spontaneous and cocky as ever, but he was willing to work for Rory. He was willing to pull out all of the stops to get her attention. Eventually, their relationship was probably one of the healthiest.
Logan encouraged Rory to pursue her dreams and to take risks, something that she wasn't able to do before. He showed her what adventure was and made her a better writer because of it. He wanted to hear about her work, her passion, and he wanted to help in anyway that he could. In all honesty, if Jess wasn't an option for Rory, I would have wanted her to accept Logan's proposal, and if she were to end up with Logan in the end anyway, I wouldn't complain.
Boyfriend Rate: 2/3
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