Rory Gilmore’s Boyfriends Quiz: How Well Do You Know Them?

Think you know Rory’s love life? Take the quiz to find out!

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Think you’re a true Gilmore Girls superfan? Then it’s time to prove it. Rory Gilmore may have been the brains of Stars Hollow, but her love life was anything but simple.

From her first love, Dean, to the one who got away, Jess, and the posh college boy, Logan – each boyfriend brought something different to Rory’s story. But how well do you really remember the details of her romantic entanglements?

Over the course of seven seasons (and a Netflix revival), Rory had more than her fair share of swoon-worthy moments, dramatic breakups, and questionable choices.

Did you cheer when she kissed Jess? Were you heartbroken when she said goodbye to Dean? Or maybe you still think Logan was the one? This quiz is your chance to test your knowledge and see if you truly remember who did what, when, and why.

So, grab a cup of coffee – preferably from Luke’s – and dive into our ultimate Rory boyfriend quiz.

Gilmore Girls Boyfriend Quiz
Take this test to see how well you know Rory’s love life

Welcome to your How Well Do You Know Rory Gilmore's Boyfriends

Who was Rory's first boyfriend

What did Dean build for Rory that impressed Lorelai

Why did Rory and Dean break up the first time

Which of Rory's boyfriends got into a physical fight with another

Where did Rory meet Jess for the first time

What book did Jess steal from Rory and return later with notes in it

Where did Rory and Logan first meet

What major event caused Rory to temporarily drop out of Yale

What did Jess say to Rory when he returned to tell her he wrote a book

Who did Rory kiss while she was dating Dean the second time