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Karen confronts her ex-husband's mistress before inviting everybody for a ceremony on her yacht; Grace suffers from jealousy after meeting her husband's sexy co-worker (Nicollette Sheridan).

Will & Grace

Season Finale

When Karen's ex-husband dies, she and her British rival (Minnie Driver) have a contest of wills; Leo (Harry Connick Jr.) is needed in Guatemala.

Karen hires a somewhat immature divorce attorney (guest star Macaulay Culkin) to oppose Will in court.

May Divorce Be With You

Karen's search for a roommate leads to a high-maintenance individual (Madonna) who shares many of her eccentricities; Grace and Jack intervene when Will uses painkillers as a crutch.

Dolls and Dolls

Will attempts to surprise Grace for her birthday by sneaking Leo (Harry Connick Jr.) back from Africa.

Leo Unwrapped

Will forms an anti-romance club with Karen and his boss (Gene Wilder).

Sex, Losers, & Videotape

Jealous Will spots Barry (Dan Futterman) disappearing with Jack; Karen trades places with Rosario to woo a handsome handyman (Bruno Campos).

Fagmalion Part Four: The Guy Who Loved Me

Will and Jack's transformation of Karen's cousin Barry is complete; Karen duels with Beverly during a silent auction for charity.

Fagmalion Part Three: Bye Bye Beardy

Jack encounters his former babysitter (guest star Demi Moore) and lapses into childlike behavior. Rosanna Arquette and Leigh-Allyn Baker also guest star.

Women and Children First

Karen's rival (Minnie Driver) attempts to manipulate Jack; Will and Grace revitalize their friendship with a night of board games.

Homojo

Will and Jack coach Karen's cousin (Dan Futterman) on his new gay lifestyle, reminding Will of his own experience of coming out in 1986.

Fagmalion Part Two: Attack of the Clones

Grace is puzzled by her new neighbor -- a bizarre bohemian woman.

Fagmalion Part One: Gay It Forward

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In the original Emmy-winning, eight-season run of this groundbreaking comedy, Will and Grace are best friends and roommates. With pals Karen and Jack, it's all fair game for this outspoken foursome, from sex and dating to cutting cultural commentary.

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A dashing doctor (Harry Connick Jr.) on horseback rescues Grace; Karen debates cheating on her imprisoned husband with hot-blooded suitor Lionel (Rip Torn).

S5 E1 | ... And the Horse He Rode In On