Every One Of The Gilmore Girls' Boyfriends Ranked

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BY CARLIE HOKE/UPDATED: AUG. 31, 2022 5:22 PM EDT

Lorelai and Rory Gilmore have a whole lot going for them. They're incredibly quick witted, funny, and a couple of dark-haired beauties. Together they make up Stars Hollow's most iconic mother-daughter duo. (Granted, Stars Hollow is a pretty small town, so there's not a ton of competition for that title, but it's still kind of impressive, right?) Their love lives, though? Let's just say we're not exactly envious of the heartbreaks the two primary "Gilmore Girls" characters endure throughout the series.

To be fair, the Gilmore girls aren't perfect and the sum total of their foibles rival those of the men they date. On one hand, these faults are what make the characters human and relatable. On the other hand, though, some of those humanistic traits in "Gilmore Girls" have us wondering why certain pairings ever happened in the first place — in some cases, more than once.

For the most part, each of the Gilmore women's romantic interests have drawbacks that bog down their good qualities. The dualistic nature of some "Gilmore Girls" boyfriends makes rating them from worst to best somewhat difficult, but nevertheless, we're going to give it our best shot.