: Jack's storyline involves his sham marriage to Rosario to help her stay in the country, leading to them moving in together. He also explores diverse career paths and briefly falls for the leader of an organization for "ex-gays".
The season explores the evolving independence and relationships of the four main characters: Will and Grace - Season 2
Not A Couple Show Notes: Will & Grace Episodes 2.23 and 2.24 : Jack's storyline involves his sham marriage to
The second season of the American sitcom Will & Grace consists of 24 episodes that originally aired on NBC from September 21, 1999, to May 23, 2000. Often regarded by critics as one of the series' strongest years, this season balances the introduction of key narrative arcs with the solidified chemistry of the core ensemble. Often regarded by critics as one of the
: Grace attempts to assert independence by moving into the apartment across the hall from Will, though they remain heavily codependent. Her dating life is a central focus, particularly her relationship with Josh and the season-ending introduction of Ben.
: Will faces career instability when he loses his primary wealthy client, Harlin Polk. Professionally, he briefly attempts a partnership with Grace that strains their relationship. Personally, he confronts his father, who had been hiding Will's sexuality from colleagues.