<Li> Jared Padalecki as Dean Forester: Rory's season 1--3 boyfriend, who moved to Stars Hollow from Chicago . (main seasons 2 - 3; recurring seasons 1, 4 - 5; guest AYITL) </Li> <Li> Sean Gunn as Kirk Gleason: Quirky resident of Stars Hollow who works numerous jobs around the town . (main seasons 3 - 7; recurring seasons 1 - 2, AYITL) </Li> <Li> Milo Ventimiglia as Jess Mariano: Luke's troubled nephew who falls for Rory and becomes an intense but short - lived boyfriend . (main seasons 2--3; recurring season 4; guest seasons 6, AYITL) </Li> <Li> Chris Eigeman as Jason Stiles: Lorelai's season 4 boyfriend and Richard's business partner . (main season 4, guest AYITL) </Li>

How many seasons is jess in gilmore girl
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