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 ...

The Gilmore Girls creator Amy Sherman-Palladino weighed ... The three male love interest in the drama were Jared Padalecki (Dean), Milo Ventimiglia (Jess), and Matt Czuchry (Logan).