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Will & Grace
In the original eight-season run of this groundbreaking sitcom, best friends Will, a meticulous corporate lawyer, and Grace, a neurotic interior decorator, share a New York apartment after Grace leaves her fiancé at the altar. Will and Grace, along with their pals Karen, an outspoken socialite, and Jack, a free-spirited actor, face the highs and lows of life in Manhattan together. From sex, dating and divorce to cutting cultural commentary, nothing's off limits -- and all is fair game -- in this Emmy-winning comedy.
S4, EP13 "Whoa, Nelly"
Grace schemes to hook up the mistress (Lesley Ann Warren) of Will's father with another man in order to break up the relationship.
S4, EP14 "Grace in the Hole"
After rediscovering a handsome high-school friend who's doing time, Grace dreams of their life together outside the Big House.
S4, EP15 "Dyeing Is Easy, Comedy Is Hard"
Grace reveals her ex-boyfriend's faults to his bride at the wedding rehearsal; Elliot's mother (Rosie O'Donnell) demands that Jack never see him again.
S4, EP16 "A Chorus Lie"
Jack uses Grace as bait to expose a rival (Matt Damon) as heterosexual in order to secure a spot in a gay men's chorus.