The fifth season of Will & Grace premiered on September 26, 2002 and concluded on May 15, 2003. It consisted of 24 episodes.

Main Cast

Recurring Cast

Guest stars


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Title Writer Director Original air date
99 1 ...And the Horse He Rode in On Adam Barr James Burrows September 21, 2002
A dashing doctor on horseback rescues Grace; Karen debates cheating on her imprisoned husband with hot-blooded suitor Lionel.
100 2 Bacon and Eggs Alex Herschlag James Burrows October 3, 2002
0 - Edited
After stalking actor Kevin Bacon, Jack lands his dream job when the unsuspecting celebrity hires him as his personal assistant and immediately assigns him to find out who's been harassing him. Elsewhere, while Will and Grace wait for the right color to appear on their home pregnancy test, Grace is visited by a handsome doctor who makes her a tempting offer. In addition, Karen looks for a way out of her on-again, off-again relationship with the courtly and irresistible suitor Lionel.
101 3 The Kid Stays Out of the Picture Jhoni Marchinko James Burrows October 10, 2002
A feud ensues between Will and Grace, whose second thoughts about having his baby are triggered by an infatuation with Leo.
102 4 Humongous Growth Kari Lizer James Burrows October 17, 2002
A plot hatched by Karen and Jack to reunite the estranged Will and Grace unfolds amid pandemonium at a child's birthday party.
103 5 It's the Gay Pumpkin, Charlie Brown Gary Janetti James Burrows October 31, 2002
A bicycling adventure tests Will and Grace while up in the Catskills with Leo and his pal in a quest for Halloween pumpkins.
104 6 Boardroom and a Parked Place Gail Lerner James Burrows November 7, 2002
Mr. Stein, the long-absent senior partner of Will's firm, who shows up unexpectedly to reassume command. Meanwhile, Grace and Jack are shocked to discover that Karen is now living in her limo.
105 7 The Needle and the Omelet's Done Tracy Poust & Jon Kinnally James Burrows November 14, 2002
Grace accompanies Leo to dinner with his parents. Meanwhile, Jack continues acting classes with Zandra; Will and Karen get Botox injections.
106 - 107 8 - 9 Marry Me a Little Jeff Greenstein & Bill Wrubel James Burrows November 21, 2002
After Grace impulsively accepts a marriage proposal from Leo, there seem to be a million roadblocks between her and an actual wedding (Part 1).
108 10 The Honeymoon's Over Sally Bradford James Burrows December 5, 2002
Neat-freak Will's new roomie is sloppy Karen, who moves in and makes herself cozy while Grace honeymoons; Meanwhile, Jack poses incognito out of fear that the "Gay Mafia" has it out for him.
109 11 All About Christmas Eve Adam Barr James Burrows December 12, 2002
Christmas Eve merriment turns sour for Will, riled by Grace's capricious requests that keep him from partying with Jack and Karen.
110 12 Field of Queens Katie Palmer James Burrows January 9, 2003
When Jack convinces Will to join him on a gay soccer team, Will's inept play leaves him warming the bench. Meanwhile, Grace is delighted that Karen is giddy in anticipation of her date with a handsome restaurant owner.
111 13 Fagmalion Part One: Gay It Forward Tracy Poust & Jon Kinnally James Burrows January 16, 2003
Gay it foward
Will and Jack help Karen's cousin who recently decided to come out of the closet at age 35. Grace is puzzled over what to make of her strange bohemian neighbor when she moves into Leo's Brooklyn digs.
112 14 Fagmalion Part Two: Attack of the Clones Gary Janetti James Burrows January 30, 2003
Will and Jack continue their campaign to adapt Karen's awkward cousin Barry to his new lifestyle. Meanwhile, Grace feels abandoned by Leo when he leaves to offer his medical services to the needy in Africa.
113 15 Homojo Bill Wrubel James Burrows February 6, 2003
Karen is livid when Stan's new girlfriend befriends Jack. Meanwhile, Will and Grace try to re-connect their lagging friendship with a competitive night of board games with their friends.
114 16 Women and Children First Laura Kightlinger James Burrows February 13, 2003
Grace has a girl's night in Brooklyn with Karen, Rosario, Ellen and new neighbor Julie -- and she offends Karen when she doesn't take her advice regarding Leo. Meanwhile, Jack reconnects with his childhood babysitter and falls back into childhood patterns, befuddling (and disturbing) Will.
115 17 Fagmalion Part Three: Bye Bye Beardy Alex Herschlag James Burrows February 20, 2003
A made-over Barry makes a big splash at a chic fund-raiser, where he also unwittingly arouses Will's romantic interest. Meanwhile, Karen duels with her flamboyant rival Beverley Leslie in a war of wills during a silent auction for charity.
116 18 Fagmalion Part Four: The Guy Who Loved Me Gail Lerner James Burrows March 13, 2003
The pursuit of Barry pits Jack vs Will; lust for a hotel maintenance man consumes Karen, who poses as a maid to lure her prey.
117 19 Sex, Losers and Videotape Steve Gabriel James Burrows April 3, 2003
Will forms a gin-soaked anti-romance club with other lovelorn losers -- his cuckoo boss, Mr. Stein, and Karen. Desperate to learn the tricks of being seductive, Grace enrolls in Jack's acting class.
118 20 Leo Unwrapped Sonja Warfield James Burrows April 17, 2003
Will attempts to surprise Grace for her birthday by sneaking Leo back from Africa.
119 21 Dolls and Dolls Kari Lizer James Burrows April 24, 2003
Karen searches for a roommate and finds a high-maintenance individual who shares many of her eccentricities; Grace and Jack must intervene when Will uses painkillers as a crutch.
120 22 May Divorce Be With You Sally Bradford James Burrows May 1, 2003
Karen hires a seemingly immature attorney to argue against Will in her divorce. Meanwhile, a wealthy client comes between Grace and Jack's friendship.
121 23 23 Adam Barr, Sally Bradford, Jeff Greenstein, Alex Herschlag, Gary Janetti James Burrows May 8, 2003
Stan's sudden death roils Karen, who confronts his mistress at his funeral, and demands that the will be read then and there.
122 24 24 Gail Lerner, Kari Lizer, Jhoni Marchinko, Tracy Poust & Jon Kinnally, Bill Wrubel James Burrows May 15, 2003
Karen and the gang sets sail on her yacht to scatter Stanley's ashes in the Caribbean.
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