Gilmore Girls Love Interests - Name them All!

List all the romantic interests of Rory and Lorelai Gilmore from the TV shows Gilmore Girls and Gilmore Girls: A Year in the Life. This quiz focuses on characters they dated, flirted with, or had significant crushes on throughout the series.

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Last updated: January 17, 2026

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First submitted	January 17, 2026
Times taken	227
Average score	66.7%
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Hint	Answer
Rory’s first boyfriend	Dean
The bad boy from Stars Hollow	Jess
Yale boyfriend / rich	Logan
Chilton friend / early crush	Tristan
naked guy	Marty
One of Rory’s A Year in the Life boyfriends	Paul
Flirt on Spring Break	Sean
NYC one-night stand (AYITL Spring)	Wookie Guy
Diner owner / “the one”	Luke
Rory’s dad	Christopher
Rory’s teacher	Max
Businessman	Jason
Coffee date / short fling	Alex
Met at auction	Peyton
Business school classmate	Paul