Logan proposes to rory

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a man and woman sitting at a table outside

The battle of which Gilmore Girls hunk was Rory’s best boyfriend is one of the most controversial and contested questions of our time. Is her OTP (that’s one true pairing, for those of you not as well-versed in Internet fan speak as I am) Dean…

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a man and woman standing next to each other

Omg the way Logan comes to comfort Rory after dean is a total jerk and breaks up with her in front of everyone I didn't notice it till the second time I watched it but it was so perfect he's such the perfect person for Rory even before he changed

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a young man standing in front of a building wearing a black sweater and smiling at the camera

Matt Czuchry played the wealthy Logan Huntzberger, a reckless Yale student with a bad boy image who eventually falls for Rory. He proposes to her late in the series, but she decides not to take him up on the offer.

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two people standing next to each other in front of a house

Though it always felt as though Luke and Lorelai were endgame, it was always a whirlwind game of what would happen romantically with the youngest Gilmore Girl. Over the course of Gilmore Girls ' Rory Gilmore had three significant boyfriends, each…

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