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

Milo Ventimiglia may have played heartthrob Jess Mariano on Gilmore Girls ... Dean vs. Team Jess debate. On Monday's The Tonight Show Starring Jimmy Fallon, Ventimiglia, who played bad boy ...

Along the way, both of the titular Gilmore Girls find and lose love ... Rory literally bumps into Dean, a tall and ostensibly ...