Over the years, given his role in A Year in the Life, arguably the most important. A product of the wealth and privilege that make up Emily and Richard's world, Logan is somewhat controversial as a character. While some viewers appreciate his growth, others think he's spoiled and selfish.
The bigger problem with Logan is how Rory acts when they begin dating, as their relationship coincides with some of her lowest points in the show. While Rory engages in questionable behavior with Dean and Jess, she never loses sight of herself the same way she does with Logan. It's clear that Rory's relationship with him is meant to mirror Lorelai's connection with Christopher to some extent. But Logan and Rory's romance just isn't compelling to me, and I think it would've been easier to buy with a different foundation.
One Gilmore Girls Theory Suggests Logan's Story Was Meant For Tristan
Chad Michael Murray's Character Has Strong Similarities To Matt Czuchry's
One Gilmore Girls theory posits that Logan's story was actually intended for Tristan, and it's pretty convincing. Tristan butts heads with Rory throughout Gilmore Girls season 1, showcasing many of the qualities that Logan embodies later on. Like Logan, Tristan comes from wealth and privilege, and he acts entitled and obnoxious during his scenes at Chilton. However, Tristan briefly shows redeeming qualities as the series continues. And there are suggestions that he's interested in Rory, which could have led to something more between the pair if he'd remained on the show.

"We Need Another Guy": Gilmore Girls' Best Story Only Happened Because Of An Original Script Change
Gilmore Girls’ initially made one character totally different – and if the creator hadn’t made changes, the show would’ve missed out on a great story.
Sadly, Chad Michael Murray's departure from Gilmore Girls means Tristan's feelings for Rory and possible redemption aren't explored in more depth. But Logan's narrative gives viewers an idea of where Tristan's could have gone. After all, the two characters have more than just their backgrounds in common. They also push back against the pressure hoisted upon them in similar ways, and these moments of vulnerability allow Rory to see them differently.
Even with Gilmore Girls slowly unraveling Logan's true character, however, it's hard to get in his corner — much less root for his romance with Rory. From his rude and often mean-spirited behavior to his unfaithfulness, Logan doesn't make it easy. And it's difficult to see why Rory likes him, even as she falls deeper into her grandparents' world. Sure, she exhibits some of the same behavior, but he's not her usual type. And the groundwork laid for their romance is iffy, though it could have been better with Tristan's backstory.
Rory & Logan's Romance Would Have Been Much Better With Tristan's Backstory
The Foundation Would Have Been More Believable
While Rory and Logan can be engaging at times — and there's no denying that Matt Czuchry does an excellent job with Logan's character — I think I would have been sold on their relationship more easily if it had happened between Rory and Tristan instead. One of my biggest issues with Rory and Logan is that it seems like Rory develops feelings for him out of the blue, despite behavior that is initially a major turn-off for her. Prior to Gilmore Girls season 5, Rory gives little indication she'd go for someone like Logan, and she's initially frustrated by him.

"We Need Another Guy": Gilmore Girls' Best Story Only Happened Because Of An Original Script Change
Gilmore Girls’ initially made one character totally different – and if the creator hadn’t made changes, the show would’ve missed out on a great story.
The series doesn't do the best job of showing why Rory overcomes that frustration, allowing her to fall for Logan. It's clearly a part of her college storyline, which sees her temporarily embracing her grandparents' lifestyle. But Gilmore Girls doesn't do enough to build that bond, nor does it spend enough time on her initial contempt. This makes it even more surprising that she stays with Logan, even after coming to her senses about Yale, too.
The pair having history from Rory's Chilton days would make this romance more believable, as it would have more of a foundation.
The pair having history from Rory's Chilton days would make this romance more believable, as it would have a better foundation. If Tristan and Rory reconnected in college, with Tristan perhaps growing up a bit, it's understandable that Rory would be intrigued. And if this narrative was meant to happen during their high school days, it would make more sense for Rory to be infatuated and more easily influenced. But as it stands, her bond with Logan is dubious. It's why I never got on board with their Gilmore Girls romance, despite liking Logan well enough individually.
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