Played by Jared Padalecki, Dean is Rory's first boyfriend and one of the best characters in Gilmore Girls, but he could have ...

Amy Sherman-Palladino and Daniel Palladino shared their opinions on which love interest the show’s protagonist Rory Gilmore ...

Rory's affair with her married ex-boyfriend, Dean, marked one of the most controversial moments in the show. They previously dated at the very beginning of Gilmore Girls, but after they broke up ...