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| Episode 1 - [ and The Horse He Rode In On] |
| Details : A dazed Grace is rescued by a handsome Jewish doctor who pulls her up on his horse and delivers her just in time for her insemination with an impatient Will. But their new relationship as expectant parents puts a strain on Will and Grace's relationship when they agree not to date until their baby is born. Meanwhile a restless Karen can't make up her mind about cheating on her imprisoned husband with the genteel but ardent suitor Lionel. |
| Guest Cast and Crew : Harry Connick Jr. | Rip Torn | Laura Kightlinger as Nurse | Hira Ambrosino | Writer : Adam Barr | Director : James Burrows | |
| Air Date : Sep. 26, 2002 |
| Episode 2 - [Bacon And Eggs] |
| Details : 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. |
| Guest Cast and Crew : Harry Connick Jr. | Kevin Bacon as Himself | Rip Torn | Writer : Alex Herschlag | Director : James Burrows | |
| Air Date : Oct. 03, 2002 |
| Episode 3 - [The Kid Stays Out Of The Picture] |
| Details : Grace is so entranced by her budding romantic relationship with a handsome doctor that she asks an impatient Will for an extra month to re-consider her commitment to conceiving their child through artificial insemination resulting in verbal sparring match. |
| Guest Cast and Crew : Harry Connick Jr. | Gina Hecht | Writer : Jhoni Marchinko | Director : James Burrows | |
| Air Date : Oct. 10, 2002 |
| Episode 4 - [Humongous Growth] |
| Details : While Will and Grace are feuding Karen and Jack hatch a wobbly plan to patch up their differences about co-parenting a baby by tricking each one into attending the same child's birthday party. After arguing over who brought the better gift the feathers continue to fly as the best friends fuss over their conflicting agendas. |
| Guest Cast and Crew : Tim Bagley | Jerry Levine | Mary Beth McDonough | Hannah Leigh | Ryan Armstrong | Director : James Burrows | Writer : Kari Lizer | |
| Air Date : Oct. 17, 2002 |
| Episode 5 - [It's The Gay Pumpkin Charlie Brown] |
| Details : A bicycling adventure tests Will and Grace up in the Catskills with Leo and his pal in a quest for Halloween pumpkins. |
| Guest Cast and Crew : Harry Connick Jr. | Reginald VelJohnson | Jason Marsden | Director : James Burrows | |
| Air Date : Oct. 31, 2002 |
| Episode 6 - [Boardroom And A Parked Place] |
| Details : Gene Wilder plays Mr. Stein the long-absent senior partner of Will's firm who shows up unexpectedly to reassume command. He just might succeed if he weren't such a frantic neurotic mess. What he needs is a smart attentive lieutenant who can make decisions and do some of the dirty work (like firing people). Enter Will. Meanwhile Grace and Jack are shocked to discover that their highfalutin' pal Karen is now poorer than a church mouse and living in her limo. |
| Guest Cast and Crew : Gene Wilder | Jamie Kaler | Rachel Quaintance | Brandon Jarrett | Director : James Burrows | |
| Air Date : Nov. 07, 2002 |
| Episode 7 - [The Needle And Omelet's Done] |
| Details : When Grace accompanies Leo to dinner with some friends she doesn't realize that he's tricked her and instead introduced her to his real parents and she soon regrets her earlier salty dialogue and suggestive attitude. Elsewhere Jack is again confronted by Zandra his gruff acting teacher when he tries to showcase his meager talent in a class while a willing Will joins Karen in subjecting to a Botox facial injection. |
| Guest Cast and Crew : Harry Connick Jr. | Judith Ivey | Emily Rutherfurd | Ethan Sandler | Eileen Brennan | Tom Skerritt | Matthew McCray | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | |
| Air Date : Nov. 14, 2002 |
| Episode 8 - [Marry Me A Little Part 1] |
| Details : Grace and Leo impetuously take their vows at a Central Park wedding that is a ratings stunt hosted by Today's Katie Couric. Grace's pals especially Will are hurt that they weren't invited but all seems forgiven when everyone including Grace's outspoken mom and the subdued Mrs. Marcus gather days later for a swank reception. It should be a festive bash but the emergence of unsettling details about Leo and about the park nuptials give Grace reason to wonder whether she has made a mistake. |
| Guest Cast and Crew : Harry Connick Jr. | Judith Ivey | Leigh-Allyn Baker as Ellen | Tim Bagley | Katie Couric | Neil Vipond | Debbie Reynolds as Bobbi Adler | Tom Gallop | Jerry Levine | Director : James Burrows | Writer : Jeff Greenstein | Writer : Bill Wrubel | |
| Air Date : Nov. 21, 2002 |
| Episode 9 - [Marry Me A Little More Part 2] |
| Details : Grace's wedding to Leo leaves Will feeling upset over losing his best friend. |
| Guest Cast and Crew : Harry Connick Jr. | Judith Ivey | Leigh-Allyn Baker as Ellen | Tim Bagley | Neil Vipond | Debbie Reynolds as Bobbi Adler | Director : James Burrows | Writer : Jeff Greenstein | Writer : Bill Wrubel | |
| Air Date : Nov. 21, 2002 |
| Episode 10 - [The Honeymoon's Over] |
| Details : After a displaced Karen is booted from her Palace Hotel digs a sympathetic Will agrees to let her move in with him at least until she turns his apartment into a federal disaster zone with her exorbitant lifestyle forcing Will to try and unload her onto Grace's shoulders. Meanwhile Jack loses style points when he poses incognito out of fear that the Gay Mafia has it out for him. |
| Guest Cast and Crew : Elton John | Lance Robertson | Wells Rosales | Kathleen Marie Archer | Director : James Burrows | |
| Air Date : Dec. 05, 2002 |
| Episode 11 - [All About Christmas Eve] |
| Details : On Christmas Eve Grace is torn when she has only two tickets to The Nutcracker and can't take both her best friend Will and new husband Leo but her back-and-forth indecision leaves Will spinning like a Hanukkah dreidel between a dithering Grace and his previous holiday plans with Jack and Karen. |
| Guest Cast and Crew : Harry Connick Jr. | Mary Beth McDonough | Steve Paymer | John T. Grantham | Larry Michelson | Bette Rae | Writer : Adam Barr | Director : James Burrows | |
| Air Date : Dec. 12, 2002 |
| Episode 12 - [Field Of Queens] |
| Details : Alternately flirty and shy and acting “incredibly” like a schoolgirl Karen falls for a suave and sexy restaurateur. The two of them seemed to hit it off on their first date but then he hasn't called her in three days. So buttinsky Grace makes it her mission to confront Prince Charming and find out why. Elsewhere Will and Jack join a gay men's soccer team and Will for one is hardly having a ball. They were running and kicking and pushing each other down. he says. It was supposed to be gay sports. Where were the lingering hugs? |
| Guest Cast and Crew : Andy García | Michael Angarano | Matthew Glave | Symba | Steve Hasley | Director : James Burrows | |
| Air Date : Jan. 09, 2003 |
| Episode 13 - [Fagmalion Part One Gay It Forward] |
| Details : New relationships discomfit Will and Grace. For starters Karen fixes up Will with her cousin Barry who according to his matchmaker is handsome [and hot. So imagine Will's surpise when he goes on a blind date with Barry and finds he's actually a self-conscious dreadfully dressed geek who admits at thirtysomething that he's just coming out of the closet. Back in Brooklyn in her new digs Grace entertains her interesting new neighbor: an extroverted masseuse named Julie who Grace suspects may be too interested in her. |
| Guest Cast and Crew : Rosanna Arquette | Dan Futterman | Niko Posey | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | |
| Air Date : Jan. 16, 2003 |
| Episode 14 - [Fagmalion Part Two Attack Of The Clones] |
| Details : Will and Jack continue their campaign to adapt Karen's awkward cousin Barry to his new lifestyle but their flamboyant efforts to help him only remind Will of his own clumsy experiences when he came out in 1986. Elsewhere Grace feels abandoned by Leo when he leaves for three weeks to offer his medical services to the needy in Africa. |
| Guest Cast and Crew : Harry Connick Jr. | Dan Futterman | Gary Janetti | Blythe Matsui | Chris Berg | LaMonica Peters | Joan Jaffry Pousi | Greg Suddeth | Director : James Burrows | |
| Air Date : Jan. 30, 2003 |
| Episode 15 - [Homojo] |
| Details : 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. Meanwhile Will and Grace try to re-connect their lagging friendship with a competitive night of board games with their friends. |
| Guest Cast and Crew : Leigh-Allyn Baker as Ellen | Minnie Driver | Tim Bagley | Tom Gallop | Jerry Levine | Director : James Burrows | Writer : Bill Wrubel | |
| Air Date : Feb. 06, 2003 |
| Episode 16 - [Women And Children First] |
| Details : Demi Moore plays Sissy Palmer-Ginsburg Jack's babysitter who now becomes his roomate. On the other hand Will hates her.Grace faces an identity crisis as a wife. |
| Guest Cast and Crew : Rosanna Arquette | Leigh-Allyn Baker as Ellen | Demi Moore | Writer : Laura Kightlinger | Director : James Burrows | |
| Air Date : Feb. 13, 2003 |
| Episode 17 - [Fagmalion Part Three Bye Bye Beardy] |
| Details : Will finds a guy that he's interested in. |
| Guest Cast and Crew : Dan Futterman | Kathleen Wilhoite | Rebecca Lowman | Leslie Jordan | Luciano Giancarlo | Conroe Brooks | Writer : Alex Herschlag | Director : James Burrows | |
| Air Date : Feb. 20, 2003 |
| Episode 18 - [Fagmalion Part Four The Guy Who Loved Me] |
| Details : While Jack and Barry have their first date Will interrupts to confess that he has feelings for Barry. Then Jack and Will give Barry an ultimatum: he must choose which one he would like to date. The decision is made - Will. At her hotel Karen mocks Rosario by putting on a maid's apron. She is then mistaken for an actual maid by a very handsome maintenance man who has a disliking for the rich. In order to be near him she and Rosario switch roles. After a week of perfect dates Will tells Barry that he wants their relationship to be exclusive. However Barry claims that he needs to play the field more and see what's out there before he settles down. |
| Guest Cast and Crew : Bruno Campos | Steven W. Bailey | Dan Futterman | Katrina Lenk | Helen Siff | Director : James Burrows | |
| Air Date : Mar. 13, 2003 |
| Episode 19 - [Sex Losers And Videotape] |
| Details : Will Karen and Will's boss Mr. Stein (Gene Wilder) form an anti-romance club thanks to Will and his recent break-up with Barry. The three hold two meetings claiming that love stinks until Karen and Mr. Stein form a budding relationship. The two carry on having sex and dating behind Wills back not wanting to hurt him. Will breaks up the club after he finds out claiming that If you're going to form a club for people who are alone and bitter you have to at least stay bitter. Meanwhile Grace decides to make a sexy video for Leo who is away in Africa. Jack wakes up to the sound of her singing and tells her that that's not sexy at all. He invites her to his acting class where the students are supposed to be very open to each other. Grace attends one class but finds that it isn't helping one bit. Jack films her taking a shower without her knowing it. When she sees the tape she agrees that it is very sexy only to find out that Jack has been sharing it with his class. |
| Guest Cast and Crew : Gene Wilder | Emily Rutherfurd | Charles C. Stevenson Jr. | Matthew McCray | Erin Fritch | Kevin Sizemore | Director : James Burrows | |
| Air Date : Apr. 03, 2003 |
| Episode 20 - [Leo Unwrapped] |
| Details : Will attempts to sneak Leo back from Africa to surprise Grace for her birthday. But things don't quite go as planed. All starting with when Grace runs into Leo who arrived a little too soon. But to spare Will's feelings they agree to act like they never saw each other. Grace asks Karen and Jack to keep Leo busy until her birthday surprise. Unfortunately the duo takes their mission too seriously. |
| Guest Cast and Crew : Harry Connick Jr. | Marshall Manesh | Justin Thorne | Director : James Burrows | |
| Air Date : Apr. 17, 2003 |
| Episode 21 - [Dolls And Dolls] |
| Details : Karen looks for a place to live and succeeds in finding an apartment with a gal named Liz. Liz turns to be just as self-important and skanky as Karen so it's a perfect match. Meanwhile Grace and Jack are concerned about Will when he gets injured and relies heavily on painkillers. |
| Guest Cast and Crew : Madonna | Todd Robert Anderson | Melonie Mack | Director : James Burrows | Writer : Kari Lizer | |
| Air Date : Apr. 24, 2003 |
| Episode 22 - [May Divorce Be With You] |
| Details : The divorce proceedings begin and Karen is shocked to learn that Will is Stan's lawyer not hers. On a whim she hires Soupie a wet-behind-the-ears lawyer with a child's mentality. Meanwhile Grace is caught in a social faux pas when her biggest client ever has an on-again off-again relationship with Jack. |
| Guest Cast and Crew : Clark Gregg | Macaulay Culkin | Director : James Burrows | |
| Air Date : May. 01, 2003 |
| Episode 23 - [23] |
| Details : In the middle of her divorce proceedings Karen learns that ex-husband Stan has suddenly passed away and the funeral becomes a contest of wills between Karen and her British rival and a free-for-all when the will is read for everyone who ever felt deserving such as Will. Meanwhile Grace is shocked when recently returned husband Leo is called back into service by Doctors Without Borders and asks her to make the trip with him to Guatemala. |
| Guest Cast and Crew : Harry Connick Jr. | Jamie Kaler | Hansford Rowe | Minnie Driver | Raymond Ma | Bertha Holguin | Danica Sheridan | Writer : Alex Herschlag | Writer : Adam Barr | Director : James Burrows | Writer : Jeff Greenstein | |
| Air Date : May. 08, 2003 |
| Episode 24 - [24] |
| Details : Karen Will Jack and Grace go on a trip in Karen's yacht to sprinkle Stan's ashes into the Caribbean while Leo is flying to Guatamala with an atractive co-worker. While Karen sprinkles Stan's ashes she finds Lorraine has been stowing on board. While Karen and Loraiinne fight Will and Jack get drunk. Lorainne pushes Karen off the board and Rosairo jumps off after her. The next morning Grace finds Leo's bag with a letter from his co-worker Danni saying that she wants Leo. Will wakes up in bed naked with a hangover and a naked Jack in the bed with him. Meanwhile Karen and Rosairo are stuck on a cargo boat. |
| Guest Cast and Crew : Nicollette Sheridan | Harry Connick Jr. | Minnie Driver | Debbie Harry | Dmitri S. Boudrine | Earl Schuman | Writer : Jhoni Marchinko | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | Writer : Kari Lizer | Writer : Bill Wrubel | |
| Air Date : May. 15, 2003 |