Milo Ventimiglia and Arielle Kebbel play a happily married husband and wife in their new film I Can Only Imagine 2, but the pair once found themselves entangled in one of the messiest - and juiciest - love squares in teen drama history. Kebbel, 40, and Ventimiglia, 48, shared just one scene on the early-aughts darling Gilmore Girls, in the 2003 season 3 episode "Keg! Max!" In it, Ventimiglia's broody Jess mocks Kebbel's Lindsay for liking the band Matchbox Twenty, then gets into a fistfight with her boyfriend, his nemesis Dean (Jared Padalecki).