The two eventually started dating, although their relationship was ill-fated due to Jess’s inability to be the man who Rory needed. After arriving in town, to live with his uncle Luke, Jess quickly became smitten with Rory, who had a boyfriend. Again, even with minimal screen time, Ventimiglia makes the most of it, returning at the end of the episode to deliver a little quip about the school cafeteria’s meatloaf.īy far one of Ventimiglia’s most well-known roles and my personal favorite is that of bad boy Jess Mariano on Gilmore Girls, a show about a mother and daughter named Lorelai and Rory, respectively, living in the small town of Stars Hollow, Connecticut. In the Season 1 episode entitled “Terrible Things,” Ventimiglia plays a student at the titular character’s high school. When he must choose between Sabrina’s friend Jenny and popular girl Libby for sophomore class president, Letterman chooses Libby based solely on her pro-pizza stance. Ventimiglia made a cameo on another popular ’90s teen sitcom when he appeared on the show about the teenage witch. ![]() Sabrina The Teenage Witch (1996) – Letterman How to watch This Is Us Season 6 Episode 15 live tonight (May 3).How to watch This Is Us Season 6 Episode 16 live tonight (May 10).How to watch This Is Us Season 6 Episode 17 live tonight (May 17). ![]()
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