How “Gilmore Girls” Should’ve Ended, The Rory Gilmore’s Boyfriend Edition

“Ugh, Logan.”

CW / homeofthenutty.com / Sami Main

Chelsea Marshall: I think it's best that Rory ends up by herself for that time because you know ~female empowerment~, but Jess is the best.
Keely Flaherty: Strong agree.
Ann Marie Alcantara: Yes.
Chelsea: And most adorable and, like, he was a doofus, but he was 16!
Sami Main: Jess was a much better option for her at the end of the show than he was when they were actually dating, to be fair.
Keely: I think it was good that they didn't end up together, because they definitely needed to go down their own paths, but the core of their relationship always stayed the same.
Sami: HE WROTE A BOOK. HE WAS DOING THINGS WITH HIS LIFE.
Matthew Perpetua: Jess is definitely the coolest, and probably the smartest.
Keely: Like when he showed up when she was taking a break from Yale like, "I know you better than anyone, what are you doing?!"
Ann Marie: Yeah, if he didn't like something, he made it clear.
Chelsea: He had the stupid teenage things that get in the way of being a decent human, but there was always a decent human underneath. Because he was smart and believed in Rory.
Sami: He had some crappy childhood moments, and Rory had, like, pretty idyllic ones.

CW / homeofthenutty.com / Sami Main

Matthew: He's not the most fun, though. Logan is obviously the most fun.
Chelsea: That's 'cause Logan was a rich brat.
Keely: Ugh, Logan. Also, Logan was like a budding alcoholic.
Matthew: I feel like Logan is interesting with Rory because he is so totally at ease with his privileged background and embraces it, and they meet at a point where she's only kinda tentatively embracing that part of her family.
Sami: But Logan was also a gambler of LIFE. He had money, but he wasn't mature and hadn't really learned anything about LIVING and expected her to, like, go along with his dumb ride.
Ann Marie: I still remember his speech about "not wanting the path his dad chose for him."
Matthew: Like, I think people often pair up with someone who complements the things they are interested in or paths they want to explore, and Jess was ideal in high school because he was invested in writing and reading like her but was also a REBEL in a way Rory wouldn't allow herself to be. Logan kinda does that too; he pushes her to get out of her shell, and I think that character is always looking for someone with a stronger personality who pushes her to be more active. And that includes her mom and Paris.
Chelsea: I also think that when he got older and more stable, he's sooo ideal.
Megan Palone: Jess was the one who came and shook her back into reality after she left Yale; he was the one who knew exactly what she needed at that moment, whereas Logan was a total douche at that point.
Keely: Such a douche.


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