Will & Grace - Season 5

A dashing doctor on horseback rescues Grace; Karen debates cheating on her imprisoned husband with hot-blooded suitor Lionel.

Stalking Kevin Bacon pays off for Jack when he is hired as the actor's personal assistant; Will and Grace pursue parenthood.

Smitten with the handsome doctor (Harry Connick Jr.), Grace stalls for time to reconsider having a baby with Will.

Karen and Jack hatch a plan to get the feuding Will & Grace back together.

Karen struggles to tell Stan about her affair.

Will's aggressive new boss (Gene Wilder) orders him to fire his friend; Grace and Jack discover Karen is living out of her limousine.

Grace uses indecorous language when meeting Leo's parents; Jack's acting coach (Eileen Brennan) disparages his meager talent.

After Grace impulsively accepts a marriage proposal from Leo, there seem to be a million roadblocks between her and an actual wedding, not the least of which is her best friend Will's unease about the whole idea.

After Grace impulsively accepts a marriage proposal from Leo, there seem to be a million roadblocks between her and an actual wedding, not the least of which is her best friend Will's unease about the whole idea.

Will invites Karen to move in with him after she is kicked out of the Plaza Hotel; Elton John is an all-seeing arbiter of gay style.

Grace has only two tickets to "The Nutcracker" and cannot decide whether to take Will or Leo. Mary McDonough guest stars

Jack convinces Will to join a gay soccer team; Karen is giddy in anticipation of her date with a handsome restaurateur (Andy Garcia).

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

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.

Jack suffers Karen's wrath when he is seduced into friendship with her manipulative British romantic rival, who has set up house with Karen's ex-husband.

Jack encounters his former baby sitter (guest star Demi Moore) and lapses into childlike behavior.

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

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

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

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

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

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

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 confronts her ex-husband's mistress (guest star Minnie Driver) before inviting her friends aboard her extravagant yacht for a somber ceremony; Grace gets jealous of her husband's (guest star Harry Connick Jr.) sexy co-worker.