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30 mins
9/21/1998
1.
The Pilot (Love & Marriage)
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When Grace receives an unexpected marriage proposal from her boyfriend, Will tries to be supportive of her decision but finally tells her that she's making a mistake, even though he's putting their friendship at risk. The situation is complicated by interference from Grace's socialite assistant, Karen, and Will's outrageous friend, Jack.
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Director:
James Burrows
Writer:
David Kohan
/ Max Mutchnick
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Guest starring:
Todd Eckert, Jimm Ginnini, Will Radford, Ellen Idelson
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30 mins
9/28/1998
2.
A New Lease On Life
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Will must decide whether to support Grace's independence by encouraging her to take an apartment across town or selfishly keep her close by inviting her to share his living space. The decision may be made easier, however, by the nagging presence of Will's current roommate, Jack, and his parrot, Guapo. Meanwhile, Karen and Jack meet for the first time and find each other to be fabulous.
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Director:
James Burrows
Writer:
David Kohan
/ Max Mutchnick
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Guest starring:
Ellen Idelson
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30 mins
10/5/1998
3.
Head Case
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When Grace moves in with Will, she complains that the guest bathroom is too small and suggests knocking the common wall down to create one big master bathroom, which results in Will having to confront his own issues on change and his ability to have a successful relationship. Meanwhile, Jack and Karen bear the brunt of Will and Grace's displaced anger.
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30 mins
10/12/1998
4.
Between A Rock And Harlin's Place
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When Grace decorates Harlin's apartment, she gets carried away with a cowboy theme. Will is both shocked and embarrassed by the cowboy chic and makes an even greater mess of the situation. Meanwhile, Jack decides to embark on a “singing career“ with a little help from Karen.
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Director:
James Burrows
Writer:
David Kohan
/ Max Mutchnick
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Guest starring:
Tim Herzog, Beth Lapides
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30 mins
10/26/1998
5.
Boo! Humbug
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Will and Grace plan to spend a serious Halloween together watching Ingmar Bergman movies at home--until Harlin drops off his over-eager kids at their place when he's called away on business. Meanwhile, Jack convinces Karen to accompany him to the downtown parade where she becomes an honorary drag queen.
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Director:
James Burrows
Writer:
Jon Kinnally
/ Tracy Poust
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Guest starring:
Ben Caswell, Paul Goebel, Michael Stadvec, Demitri Corben, John Cantwell, Reiley McClendon, Jorden Ashley, Terrence Michael
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30 mins
11/9/1998
6.
William, Tell
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When Jack reveals to Grace that Will once had an affair with a "client," she becomes paranoid that Will is keeping secrets from her. Her suspicions continue to grow when Will meets Karen for a discreet meeting to discuss her legal problems and will only tell Grace he's meeting with a client.
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Director:
James Burrows
Writer:
William Lucas Walker
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Guest starring:
Phil Levesque, Ellen Idelson
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30 mins
11/16/1998
7.
Where There's A Will, There's No Way
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Grace blames her relationship with Will as the reason for her lack of interest in dating and decides they can no longer have fun together. Meanwhile, Jack enlists Will's help when the IRS catches up with him.
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Director:
James Burrows
Writer:
Jhoni Marchinko
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Guest starring:
Todd Eckert, Roy Fegan, Eric Gustavson, Steve Paymer, Julian McMahon
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30 mins
11/30/1998
8.
The Buying Game
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Grace has the opportunity to buy the studio that serves as her office space and turns to Will for first-time buyer advice. However, Will's negotiating tactics lead Grace to believe that Will thinks she is incapable of closing the deal and she sets out to prove him wrong. Meanwhile, Jack wants to become a massage therapist and practices his technique on a delighted Karen.
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Director:
James Burrows
Writer:
Dava Savel
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Guest starring:
Ivar Brogger
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30 mins
12/15/1998
9.
The Truth About Will & Dogs
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After Grace defies Will's wishes and brings home a puppy, Will can't resist the pooch and begins to treat him like a newborn baby. Meanwhile, Jack and Karen worry about the dog's effect on Will and Grace and insist that the new parents go out for a night on the town.
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Director:
James Burrows
Writer:
David Kohan
/ Max Mutchnick
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Guest starring:
Michael Shawn Lucas, Anthony Paul Meindl, Katie O'Rourke
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30 mins
1/5/1999
10.
The Big Vent
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Will and Grace become hooked on a real-life soap opera unfolding in their neighbors' apartment when they begin eavesdropping through the new heating vent in their floor. As Will and Grace live vicariously through the marital infidelities of the downstairs couple, Jack feels neglected and enlists Karen's help in staging a play that drives the message home to his two best friends.
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Director:
James Burrows
/ Jon Kinnally
Writer:
Jhoni Marchinko
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Guest starring:
Corinne Bohrer, Robert Curtis Brown, Jensen Daggett, Titus Napoleon, T.F. Sullivan
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30 mins
1/12/1999
11.
Will On Ice
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It's Will's birthday and all he wants is a nice, quiet dinner with his two best friends, Grace and Jack. When Jack and Grace discover they share a passion for figure skating, they surprise Will with tickets for Champions on Ice and Karen reluctantly joins the special evening.
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Director:
James Burrows
Writer:
Michael Patrick King
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Guest starring:
Rudy Galindo, Chuck Roy
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30 mins
2/2/1999
12.
My Fair Maid-y
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Will hires a cleaning lady to ""rescue"" his designing roommate Grace from the creative chaos that litters their apartment, and while preparing for an annual decorators' contest, Grace develops a dependency on her maid and can't create without her. Meanwhile, Jack poses as an attorney in Will's office to impress an attractive guy he hopes to date.
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Director:
James Burrows
Writer:
Adam Barr
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Guest starring:
Wendie Jo Sperber, Raphael Sbarge, Burt Goodman
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30 mins
2/9/1999
13.
The Unsinkable Mommy Adler
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Grace's visiting mom, Bobbi Adler, a would-be star whose propensity for breaking out into show tunes and impressions dismays her daughter – and delights Will, Jack and Karen – wreaks havoc by suggesting Will and Grace wed, despite their sexual differences. When Will winces at the fantasy of committing to anyone who needs to be the star of a relationship, Grace realizes she's more of a chip off the old block than she imagined.
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Director:
James Burrows
Writer:
Alex Herschlag
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Guest starring:
Scott Kelly Galbreath
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30 mins
2/16/1999
14.
Big Brother Is Coming (1)
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A ""surprise"" birthday party for Jack astounds Will when his estranged older brother Sam turns up at the fete at Grace's invitation. Not only do sparks fly between the brothers, but electricity of a different sort crackles between Grace and Sam. Meanwhile, Karen flashes her platinum card for Jack as the pair shop until they drop at a boutique where the snooty salesmen previously had snubbed Jack.
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Director:
James Burrows
Writer:
David Kohan
/ Max Mutchnick
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Guest starring:
John Slattery, John O'Brien
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30 mins
2/23/1999
15.
Big Brother Is Coming (2)
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A wary Grace tells Will of her romance with his brother, Sam, and unleashes an avalanche of resentment. While Will wrestles with sibling rivalry, Karen helps Jack come to grips with turning 30 by hiring him as her personal assistant and leads Grace to sort through her true feelings for the Trumans.
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Director:
James Burrows
Writer:
David Kohan
/ Max Mutchnick
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Guest starring:
John Slattery
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30 mins
3/2/1999
16.
Yours, Mine Or Ours
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Stunned to find they have a 'date' with the same guy, Will and Grace compete for the affections of a handsome, charming new neighbor at dinner, and even Jack's finely-tuned gaydar can't pick up his preference. Meanwhile, Karen contemplates firing her driver and in a twist of irony asks Grace to role-play firing an incompetent employee.
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Director:
James Burrows
Writer:
Rob Lotterstein
/ Ellen Idelson
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Guest starring:
David Newsom, Earl Schuman, Mario Schugel
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30 mins
3/23/1999
17.
Secrets & Lays
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The gang retreats to a cabin in Vermont for the weekend, where Grace rekindles romance with an old flame and tries to hide the fling from Will, who's pining on the eve of his would-be anniversary. Meanwhile, Karen's culinary efforts go up in smoke, as does Jack's attempt to cheer Will by dragging him to a gay pub, where the town barber-turned-hair stylist sidles up to him.
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Director:
James Burrows
Writer:
Dava Savel
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Guest starring:
Paul Gutrecht, David Sutcliffe
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30 mins
4/8/1999
18.
Grace, Replaced
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Will finds a "substitute Grace" in Val, a new neighbor who is available for plans with Will while Grace is consumed with work. As Will and Val continue to spend more time together, Grace fears that she has been replaced and fights with Val to regain Will's attention. Meanwhile, Jack seeks support from Karen after the court finds him guilty of slapping a meter maid and sentences him to pick up trash.
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Writer:
Katie Palmer
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Guest starring:
Molly Shannon
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30 mins
4/22/1999
19.
Will Works Out
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Will invites Jack to his gym on a "buddy pass," but when he expresses his embarrassment to Grace over his buddy's gay behavior, Jack overhears the comments and looks to set him straight about prejudice. Meanwhile, Grace continues to lend her ear when Karen's marriage hits rocky ground and she and Karen share an evening of girl talk.
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Director:
James Burrows
Writer:
Jon Kinnally
/ Tracy Poust
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Guest starring:
Ben Reed, Vanessa Ann Giorgio
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30 mins
4/29/1999
20.
Saving Grace
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A successful and arrogant New York publicist hires Grace to decorate his house with the condition that she fixes him up with Will. But there's a problem: Will can't stand the guy. Meanwhile, Jack uses Karen to teach Will how to kiss someone he finds unattractive.
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Director:
James Burrows
Writer:
Jhoni Marchinko
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Guest starring:
Miguel Ferrer, John Balmer, Tiffany Fraser
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30 mins
5/6/1999
21.
Alley Cats
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When Rob and Ellen admit that they don't have fun playing games with Will and Grace because of Grace's competitive nature, Grace works to change her image. However, as Grace loses her competitive edge, Will's emerges and he convinces his partner to care only about winning. Meanwhile, after learning how to administer CPR from Jack, Karen saves a workman's life.
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Director:
James Burrows
Writer:
Jhoni Marchinko
/ Alex Herschlag
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Guest starring:
John Capodice, Lucky Vanous
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30 mins
5/13/1999
22.
Object Of My Rejection
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Will is stunned to discover that Grace is dating her ex-fiance Danny once again, but he chooses not to interfere after he's accused of being meddlesome. Meanwhile, Jack agrees to take a walk down the aisle with Karen's combative maid, Rosario, who needs a groom to help her smooth out some immigration problems.
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Director:
James Burrows
Writer:
Adam Barr
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Guest starring:
Franklin Cover, Tom Verica, Bob Morrisey, Ellen Idelson
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