Name: It's the Gay Pumpkin, Charlie Brown
Genre: Comedy
Duration: 25 min

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

Will & Grace

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

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

Field of Queens

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

All About Christmas Eve

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.

The Honeymoon's Over

Will is uneasy about the whole idea of Grace marrying Leo (guest star Harry Connick Jr.). Debbie Reynolds and Katie Couric also guest star.

Marry Me a Little More

Grace begins to have cold feet as her relatives start arriving for her wedding, while Will tries to overcome his mixed emotions.

Marry Me a Little

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

The Needle and the Omelet's Done

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

Boardroom and a Parked Place

Leo (guest star Harry Connick Jr.) drags Grace on a scary cycling trip in the autumn countryside. Jason Marsden also guest stars.

It's the Gay Pumpkin, Charlie Brown

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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.

S5 E5 | It's the Gay Pumpkin, Charlie Brown

E16 | Women and Children First

E15 | Homojo

E14 | Fagmalion Part Two: Attack of the Clones

E13 | Fagmalion Part One: Gay It Forward

E12 | Field of Queens

E11 | All About Christmas Eve

E10 | The Honeymoon's Over

E9 | Marry Me a Little More

E8 | Marry Me a Little

E7 | The Needle and the Omelet's Done

E6 | Boardroom and a Parked Place

E5 | It's the Gay Pumpkin, Charlie Brown