Jess shows his interest in Rory in several situations, but after a tutoring sessions ends in a car accident with Rory in the hospital, Luke puts Jess on the bus back to his mother.Rory unusually skips school for the day and unexpectedly misses her mother's graduation to take a trip to New York to see him, and when he asks her why she came, she says he never said goodbye.Jess is incredibly smart, quick-witted, and interested in the arts and literature, but not academically motivated.
Rory stays with Dean after resolving that being with him is the better choice, but she continues to show her attraction and interest in Jess.
Worship Kerouac and Bukowski, God forbid you’d pick up anything by Jane Austen Jess – Hey, I’ve read Jane Austen Paris – You have?
Jess – Yeah, and I think she would’ve liked Bukowski” Jess is the troubled love-interest of Rory Gilmore, son of Liz Danes and Jimmy Mariano, and nephew of Luke Danes.
Jess tends to distance himself from people, leading to his breakup with Rory.
Despite people reaching out to him, he often pushes them away without explanation.