The Rory Gilmore Book Club discussion
Gilmore Girls Discussions
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Dean, Jess or Logan?


Yes, he had a lot of growing up to do and he did it. He put himself together, he became really great and I like to believe that Rory got back with him after season 7.
He was great with her, he got her, he really understood her unlike Dean and Logan.
Dean was dull and boring. Logan was too arrogant and too into a world that wasn't for Rory.
JESS ALL THE WAY!

Actually, no I'm not sorry at all. Awkward.



Rory was always trying to change Dean, to get him into the stuff she liked. Rory changed herself for Logan, giving up her values to enter into his world. That’s why Rory and Jess are the best pair—they could both be themselves around each other. They pushed each other to become better people and were brutally honest when necessary.
So I would say Jess, 100%. He was a fascinating character and the journey he took throughout the series remains one of my favorite plot arcs. But beyond that, he and Rory undeniably fit each other like pieces in a puzzle. I do think that Rory's experience with Logan as well as Jess' rash (and somewhat douche-y) actions in earlier seasons were necessary to shape them into people who were truly ready to be together. He was completely right--he knew her better than anyone, even than her own mom. And she knew HIM better than anyone, she understood him even more than Luke.
I truly believe that had the Palladinos been in charge of the 7th season we would've seen more of Jess. You have to realize that most of the lovey/romantic stuff Logan does for Rory is in the 7th season--before that they actually had a pretty difficult relationship, and before he got hurt Rory was about at her wit's end with him, probably about ready to end it. But since Milo didn't want to return without Amy at the helm, I suppose the new writers thought they might as well keep Rory and Logan happy, even if it wasn't entirely realistic.
It's probably worth mentioning that even though I ultimately ship the new, mature season 6 Jess with Rory, there's always going to be a special place in my heart for their season 2/3 relationship, even with all its angst.
P.S. - I've never understood why people ship Rory with non-canon pairings like Tristan or Marty. While Marty, at least, I thought was a good guy I also felt like there were very legitimate reasons why they didn't get together. Tristan was just a jerk, one of those middle school/high school guys who just wants to brag that he can bag any girl he sets his sights on. Marty was sweet (except in season 7, they ruined his character) but he and Rory just never had any sparks. He's the kind of guy you wish you could like but it just doesn't make you feel enough.


He had his jerk-ish moments in the beginning, but he grew up. As someone stated earlier: He became a man. He learned from his ways and grew up. He was undeniably handsome and very smart (making him an intellectual equal to Rory, which was good for her.) He loved her--there was no doubt about that. wish they had ended up together (and from what I've read if there had been a Season 8 they would have). And they were good for each other and their love was undeniably real.
Jess did grow up, too. I didn't dislike him, but I didn't think, in the end, he was the right guy for an older Rory. He was good for younger Rory.
And Dean well...Dean was okay for sixteen year old Rory maybe, but he didn't grow up. He made terrible mistakes and didn't learn from them.
All in all, Logan was and always will be, in my opinion, my favorite of the three and the best suited for Rory.



I so agree with you Dean was great at first but then Jess came to town and there is no one better for Rory than him. Yes Logan got her out of her shell but he was so wrong for her. I never liked him.

Logan? Would throw money at her left right and centre, but after a while, I'm sure (eventually ...) trips to Islands and Europe and fancy cars would get tiresome. :)
Not her style.
Dean? A good starter. Leave him in the dust. ;)

Logan!! hands down would be mine because he fits in Rory's world so well. He also brings her a lot of adventure "
totally agree!









Dean was good for a first boyfriend, but Rory would have never been one to stay with her first love. Logan.... Gah. I love Matt and I love the way he portrayed Logan, but he never felt like a good match for Rory. It seemed to me that this storyline was quite forced.
Of course, this may also be due to the intense attraction between Alexis and Milo and the background knowledge of their relationship stint. I quite enjoyed Rory being alone for a while after graduation, as the show seemed to revert back to the idea that women can be happy and successful without having a man in their lives.

I mean, someone like Dean is the resident first love, but they never stick around. And things just got worse when he did stick around. I mean, Rory ended up being the other woman for him. She deserved better.
Jess was a great person to have as a companion. They had similar interests, so that's why I can understand his name is pretty popular in this topic. He was great, but at the time needed to mature enough to not run away anymore. (read Logan part to hear more about Jess)
Rory's first two relationships were pretty serious for high school. But unfortunately for Dean and Jess, her plans ventured way beyond Stars Hallow. So that's why I was completely surprised when Logan came into the picture. I mean, I knew she would have a college love interest, but I never thought that it would get so serious. The more serious they got, the more confident I was that this was the guy that she was going to end up with at the end of the show.
So it bugged me to an enormous level when they broke up on such a sour note. I mean, I didn't expect a cookie cutter ending, but I wanted Rory to feel better at the end of all of this.
I mean, A marriage proposal? Seriously? Whoever wrote up that dilemma was just--uh. Never mind. She obviously loved Logan, but he gave her an ultimatum. (just like Lorelai did with Luke, and look how they turned out) If they stuck it out, or even just decided to stay in contact, it could have ended so much better. At her GRADUATION, he was all like, "Goodbye Rory" and just walked away. No closure or anything?
He was the only guy that she loved back out of her three relationships! Hello? Is anybody even paying attention? If they loved each other (as they managed to mention so many times when they broke up) why the hell did it end like that. Were they trying to make Logan be a spoiled stuck up snob all over again? I mean, he was slowly sinking back into that in season seven (why did you have to leave Amy???), but she had him. She changed him.
How could the writers let this happen? They built us up when Logan got closer to her family, blah, blah, blah. But how in the world did Rory managed to cut of her first mature relationship in less than one episode. UGH!!!
But all in all, she did end up doing what she's wanted (sort of) in the finale, but it just could have ended so much better. But I guess that's just the way everything is. There's always room for improvement. And fanfiction.



fangirl thing, huh? :D

IMO it was better that the writers left her romantic storyline open; it was a new beginning, nothing holding her back.

I also personally liked the fact Jess was scared of swans. Swans are evil.