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Posted by: Sakree Posted on: 02.05.2020

We watched high school Rory swoon over nice guy Dean Forester before making a hard swerve and crushing on his polar opposite, bad boy Jess Mariano. It was all too much too soon for Rory, but really, there was nothing not to love about Dean. Dean ultimately married another girl from Stars Hollow, Lindsay Lister, but when he and Rory reconnected after her first year at Yale, they began having an affair. Rory even lost her virginity to Dean, which felt somewhat fitting he was her first love, after all but so wrong he was married to another woman at the same time. Their rekindled flame soon burned out, for good. Really, we always knew that Rory was destined for big things-and it never quite seemed like the good-natured Dean would be the one by her side in the long run. While his sarcasm and good looks were certainly appreciated a pre- One Tree Hill Murray in a prep school uniform?

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Pained by his situation, he becomes increasingly sad, but does not confide in Rory who is trying to comfort him. This leads to him lashing out at her and their worst fight exacerbated by Dean trying to punch Jess.

Gilmore Girls - Dean Sleeps With Rory (Lorelai Fight Scene)

This is the last drop for Jess who leaves town, and Rory, without telling her. Their ending comes when Jess repeatedly tries to call Rory on her graduation day [18].

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Jess briefly returns to Stars Hollow the following year to steal back his car from Luke after his mom tells him Luke stole it from him nearly a year earlier [19]. Jess also sees Rory several times, though every encounter ends with him leaving not to bother her.

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Jess leaves after telling her that he loves her [20]. A few months later, Jess returns to Stars Hollow for his mother Liz's wedding. After the wedding, Jess visits Rory at Yale and asks her to run away with him.

Aug 15,   Rory Cochrane girlfriends: He had at least 1 relationship previously. Rory Cochrane has not been previously engaged. Rory Cochrane has not been previously engaged. Rory Cochrane has been in a relationship with Renee Zellweger ( - ).Occupation: TV Actor. Nov 20,   Dean Forester: Dean is Rory's first boyfriend ever, who she meets at the local high school before she attends Chilton and after he moves to .

She declines because she says she no longer wants to be with him by saying "No' repetitively [21]. Two years later, a much more together Jess returns to give Rory a copy of a novel he has written, explaining his new life working at an independent publishing company, and explaining that he could not have achieved any of his recent success had she not believed in him when they were younger [22].

At the time, Rory had dropped out of Yale and moved into her grandparents' house.

Rory dating timeline

They decide to get something to eat, but are interrupted by an agitated Logan, who invites himself along. During the reunion, Logan is incredibly rude to Jess, condescending and arrogant which makes Jess walk out and Rory goes after him, telling Logan not to follow her.

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Jess is shocked that Rory is dating someone like Logan, and more importantly that she has dropped out of school which Jess knows her to love, and repeatedly demands to know what's going on, telling her "this isn't you, Rory, you know it isn't. He then says this is a bad time for them to meet up, so he'll see her another time. Rory and Jess exchange a kiss, but Rory tells Jess that she is still in love with Logan and only kissed him because she found out Logan had been with someone else while they were broken up.

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Jess is hurt at being used, but says that she can tell Logan something happened. After that he is never mentioned again [23].

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Sign In Don't have an account? Start a Wiki. Do you like this video? Overall, I was never crazy about Dean, even during his most pleasant moments.

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He's just so bland, but apparently some people are into that! Highlight Rory and Dean episode: "Kiss and Tell" season one, episode seven.

Listen, I hate this archetype. As a guy who couldn't be further from the tortured bad boy type, I've never understood why girls are into people like Jess.

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And he's an especially odious bad boy. He's just sour and unpleasant to everyone in his first handful of episodes, but we're supposed to think he's cool because he reads Jack Kerouac or whatever.

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Of course, "The Theory" comes into play with him as well. Once Rory starts liking Jess a bit more, he becomes slightly more likable. He's still brooding and smart-mouthed, but his actions are filtered through the lens of Rory's growing infatuation. Among the things that can't be denied is also the hotness of their first kiss as a couple.

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However, "The Theory" gives and takes in equal measure, and Jess goes back to being insufferable sometime around "Keg! Jess might be my least favorite of Rory's boyfriends, but it was nice to see that he grew into a mature adult when he briefly returned in season six. The Smarmy Bro: Logan Huntzberger. Honestly, I've never really been on board with all of the Logan hate.

Before I even watched the show, one of the things that always stood out about the Gilmore Girls discussions that I skimmed over was that it eventually became filled with a bunch of "ugh, Logan" complaints. When I began to actually burn through the series, I thought I was going to hate Logan when he was first introduced too.

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He was heavy on the rich guy faux charm, and the idea of him and Rory pairing up in the future didn't exactly fill me with excitement. But he quickly settles into the show - just as Rory starts to warm up to him, further reinforcing "The Theory"! Now, I can't say that I ever loved him, but he was never a detriment to the show for me. I think that the anti-Logan brigade gets some of its fuel from the fact that the Yale years of the show featured a decline in quality in most people's opinions. He's not blessed with Dean's good looks, Jess's cool hair, or Logan's wealth, but he's such a nice dude.

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He's the underdog that you can root for. After his meet-gross with Rory, when she finds him naked on the ground in their dorm hallway, he quickly slides into the "Male Best Friend" slot.

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Then he just kind of disappears once Rory and Logan start to become a long-term couple, before returning in the final season. In a way, the writers use him as this looming specter that symbolizes Rory's change over the course of her four years at Yale.

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In season four, when she was just a sweet freshman, the two of them were friends, but in season seven they couldn't manage to get along after she'd spent so many years in Logan's sphere. Some might find him to be a bit of a jerk in the final season when he pretends to not know Rory in front of Lucy, but after being mistreated by Rory for so long, he'd built up enough goodwill in my book.

Jun 11,   Ah, Dean. Square-jawed, broad-shouldered, football star Dean. He's pretty much the natural choice for Rory to have as a first boyfriend. Their relationship was a nice mirror to the rhythm of season one - sweet, innocent, awkward, and still trying to find its footing - and rewatching a few episodes made me realize how lovely their tale of mutual first love was at Antonio Whitehead. Dean ultimately married another girl from Stars Hollow, Lindsay Lister, but when he and Rory reconnected after her first year at Yale, they began having an affair. Rory even lost her virginity to Author: Samantha Simon. 52 rows  They were together before. This is from the photos Rory finds in Love, War, and Snow.

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