Of Rory's three major love interests in Gilmore Girls, it seemed like Logan would be the one to stick. They met as adults, he treated her reasonably well, despite the usual college-age misunderstandings, and he fit into her grandparents' world in a way that neither Dean nor Jess ever could have. He was handsome, rich, intelligent, and capable - boat-stealing aside, they actually seemed like a solid couple for multiple seasons.
Of course, in the end, Rory ends up breaking things off - although not for good, as A Year In The Life proved that these two were still involved (albeit as an affair). But for fans who thought that Rory should have accepted Logan's proposal, these are some of the biggest and best episodes of their relationship over the years.
10 You Jump, I Jump, Jack (S5, Ep 7)
Rory and Logan may have met, briefly, before this episode, but 'You Jump, I Jump Jack' is the episode where the two really start to get to know each other. Rory is with Logan and the Life and Death Brigade for an article, and while she still sees Logan and his friends as rich idiots throwing their money around, she also starts to get a little bit interested in this life. When Logan pushes her to jump off the tower with the others, it's a moment of exhilaration for the rule-following Rory, and it's easy to see this as the start of their relationship.
9 The Party's Over (S5, Ep8)
This is a heartbreaking episode for fans of Rory and Dean, but a fantastic one for everyone else. In it, Rory and Dean are attempting to create a relationship again, and it just isn't working. This is driven home to them both when Dean comes to pick her up from a party at her grandmother's house, and finds her tipsy, in a gown and jewels, surrounded by rich young men in tuxes. It's the last straw, and ends Rory and Dean for good, leaving her to turn to Logan for sympathy.
8 Wedding Bell Blues (S5 Ep13)
After many episodes of build up, Rory and Logan finally get together (physically, at least) in this episode, at her grandparents' vow renewal. Of course, it all goes horribly wrong as they are caught in the act, rumpled and embarrassed, there's a lot of extra drama, yelling, and general chaos... and Logan tells Rory that he doesn't want a serious relationship, which comes as something of a blow. But all that aside, it's amazing to see them finally admit how they feel about each other, at least on a basic level.
7 Pulp Friction (S5 Ep17)
Despite how well they work together later on, the start of Rory and Logan's relationship is rocky, as they try (and fail) to 'keep it casual'. Of course, this all goes horribly wrong when they end up at a Tarantino-themed party with different dates.
Unsurprisingly, jealousy comes up, and Logan starts to realize that actually, he might not want to be so casual after all. It's a complicated episode, as the audience wants to root for Rory and Logan, but also can't help feeling bad about how they ignore their respective dates... but in the end, this is a big one for the pair.
6 But I'm A Gilmore (S5, Ep 19)
Most of the time, Rory doesn't really seem like someone raised with money - because she wasn't. It's only recently that she has become a part of her grandparents' uber-rich world, but this episode does show that she still knew, in the back of her mind, that she came from money... because she is shocked when it seems like Logan's family thinks she doesn't come from enough! What makes this episode special is that it shows the two of them in a real relationship - and Logan taking her home, and defending her, shows just how important Rory has become to him.
5 Friday Night's Alright For Fighting (S6, Ep 13)
By this point, Rory and Logan have had their ups and downs, but this is a big one, as couple are getting back together with a big date... or they would be, but Paris has gone off the deep end and the Yale Daily News staff has walked out. Rory, determined to fix things, ends up staying at the paper to try and get everyone back on board, and get the issue out on time - and Logan comes in to help. This is actually a big deal, as Logan is seen doing something entirely to help Rory. This is him putting his own plans aside to actually be useful to her in what she wants, and that's something that Logan does well - and is amazing to see here.
4 You've Been Gilmored (S6, Ep 14)
Logan and Rory are back together, and when Paris kicks Rory out of the apartment for ousting her from the paper, they decide it's time to move in together.
This may seem incredibly fast, but it actually makes a lot of sense - and starts a new page for Rory and Logan, where they feel like a couple that could be in it for the long term. Rory introduces Logan to her father here, too, just continuing to cement the seriousness of their relationship.
3 A Vineyard Valentine (S6, Ep 15)
For Rory and Logan fans, this might be one of the best episodes of the series, although many find it weak overall. In this episode, they head to Martha's Vineyard with Lorelai and Luke, and fans get to see just how good Rory and Logan can be together - and how charming and considerate Logan can be to Luke. He shares his valentines gifts so that Luke can seem to have got Lorelai something, he and Rory are sweet and charmingly domestic, and everything is wonderful... until Logan's father shows up, of course.
2 I'd Rather Be In Philadelphia (S7, Ep 13)
It's easy to think of Logan as someone who is spoiled, rich, and arrogant - but it's episodes like this one that show just how kind and considerate he can really be. This is when Richard has a heart attack, and Logan drops everything to be with Rory, and to help her, Emily, and Lorelai deal with the emergency. This is the kind of episode that Logan fans love, because it proves that there is so much more to him than anyone first thought.
1 Unto The Breach (S7 Ep21)
Where else could their journey end? The second-to-last episode of the series, and it seems like Rory and Logan are going to make it - so much so that Logan has actually decided to propose. He even asks Lorelai for her blessing, which is a surprisingly sweet choice, especially as Lorelai doesn't exactly adore him. Sadly, though, Rory turns him down - and Logan fans are left with broken hearts, much like Logan himself.
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