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| Episode 1 - [New Will City] |
| Details : After three months on the island Will finally returns only to learn that Jack and Grace have bonded in his absence. Meanwhile Grace still can't decide between Josh and Ben; When Karen tries to smuggle pearls in the States Rosario ends up taking the rap. |
| Guest Cast and Crew : Corey Parker as Josh | Writer : David Kohan | Writer : Max Mutchnick | Director : James Burrows | |
| Air Date : Oct. 12, 2000 |
| Episode 2 - [Fear And Clothing] |
| Details : Terrified after someone breaks into her apartment Grace stays with Will. Unfortunately having both her and Jack under one roof is driving Will crazy and he forces them to choose which one will move out; Jack and Karen are still at odds over his divorce from Rosario. |
| Guest Cast and Crew : Derek Basco | Writer : Adam Barr | Director : James Burrows | |
| Air Date : Oct. 19, 2000 |
| Episode 3 - [Husbands And Trophy Wives] |
| Details : Will and Jack can't wait to arrive at the house of two old friends who are known for their wild parties but they discover that the former party animals are now sedately raising an adopted baby girl -- and Will shocks Jack when he volunteers to test his shaky parenting skills by babysitting her for them. Elsewhere at a snooty yacht club Grace believes that Karen is jealous of her romantic relationship with Ben but then later regrets taunting her. |
| Guest Cast and Crew : Gregory Hines as Ben Doucette | Tim Bagley | Director : James Burrows | Writer : Kari Lizer | |
| Air Date : Oct. 19, 2000 |
| Episode 4 - [Girl Trouble] |
| Details : Grace's delight in having a bright intern whom she can mentor turns into horror when the young woman re-makes herself into the spitting image of sassy brassy Karen -- and that's at least one too many Karens to handle. Meanwhile Will and Jack volunteer to act out scenes for a gay sensitivity seminar for the local police but the peaceful intent is lost when they tussle with two lesbian cast members who strongly object to their non-inclusive sexist language. |
| Guest Cast and Crew : Natasha Lyonne | Christopher Darga | Megan Cavanagh | Henriette Mantel | Louis Giovannetti | Writer : Alex Herschlag | Director : James Burrows | |
| Air Date : Oct. 26, 2000 |
| Episode 5 - [Grace 0 Jack 2000] |
| Details : Grace has made up her mind to break up with Ben because she's convinced their relationship is going nowhere -- but his charm and refusal to call it quits tempt her to reconsider. Meanwhile Jack's latest and most outrageous cabaret gig is an absolute bomb until he frantically works an unwilling Will into the act by mercilessly ridiculing his attending friend's most-private confessions. |
| Guest Cast and Crew : Gregory Hines as Ben Doucette | Jason Stuart | Troy Norton | Jeremy Forte | Wil Bowers | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | |
| Air Date : Nov. 02, 2000 |
| Episode 6 - [Love Plus One] |
| Details : Grace rejects an ex-boyfriend's suggestion that she participate with him and his girlfriend in a romantic escapade but when she confides in Will and Karen -- who fall down laughing at the prospect -- the conservative Grace considers throwing caution to the wind. Meanwhile Will tries to help a newly employed Jack meet a customer at a clothing store by prompting him with witty lines like a latter-day Cyrano de Bergerac. |
| Guest Cast and Crew : Patrick Dempsey | Jeremy Piven | Maria Pitillo | Eric Roth | Hope Shapiro | Director : James Burrows | |
| Air Date : Nov. 09, 2000 |
| Episode 7 - [Gypsies Tramps And Weed] |
| Details : Will reluctantly decides to use a birthday gift certificate from Grace to consult a psychic about his future and encounters an absent-minded fortune teller whose frighteningly personal predictions leave him reeling. Elsewhere a guilt-ridden Grace hires a lackadaisical waiter whom she helped to get fired while Jack who forever idolizes music TV and film legend Cher stumbles onto the real deal and meets the Oscar winner herself -- whom he mistakes for a drag queen. |
| Guest Cast and Crew : Camryn Manheim | Kevyn Aucoin | Cher as Cher | Robert Romanus | Kenneth Alan Williams | Keith Allan | David Vaillancourt | Director : James Burrows | |
| Air Date : Nov. 16, 2000 |
| Episode 8 - [Lows In The Mid-Eighties Part 1] |
| Details : In a flashback to Thanksgiving 1985 coed Grace invites her college boyfriend Will home to meet her family but their romantic relationship swerves dramatically when a conflicted Will phones a teenaged Jack for some crucial advice. Unfortunately Will and an angry Grace end up temporarily estranged when he blurts out the truth and she orders him out of the house -- and her life. |
| Guest Cast and Crew : Sara Rue | Leigh-Allyn Baker as Ellen | Martina Navratilova | Neil Vipond | Debbie Reynolds as Bobbi Adler | Ever Carradine | Tom Gallop | Raymond Forchion | Director : James Burrows | Writer : Jeff Greenstein | |
| Air Date : Nov. 23, 2000 |
| Episode 9 - [Lows In The Mid-Eighties Part 2] |
| Details : In a flashback to Thanksgiving 1985 coed Grace invites her college boyfriend Will home to meet her family but their romantic relationship swerves dramatically when a conflicted Will phones a teenaged Jack for some crucial advice. Unfortunately Will and an angry Grace end up temporarily estranged when he blurts out the truth and she orders him out of the house -- and her life. |
| Guest Cast and Crew : Sara Rue | Leigh-Allyn Baker as Ellen | Martina Navratilova | Neil Vipond | Debbie Reynolds as Bobbi Adler | Ever Carradine | Director : James Burrows | Writer : Jeff Greenstein | |
| Air Date : Nov. 23, 2000 |
| Episode 10 - [Three's A Crowd Six Is A Freak Show] |
| Details : Just as Grace seems to be on the verge of a promising relationship she undergoes a minor medical procedure that leaves her with an embarrassing ugly sore on her lip but even though her new beau accepts her temporary blight she cannot return the favor when she is horrified to learn he has six toes on one foot. Meanwhile Will vies with Jack for the attentions of the same man until each agrees to walk away to preserve their friendship. |
| Guest Cast and Crew : Ken Marino | Paul Fitzgerald | Bob Rumnock | Writer : Jhoni Marchinko | Director : James Burrows | |
| Air Date : Dec. 14, 2000 |
| Episode 11 - [Coffee And Commitment] |
| Details : When they are asked to read at the civil union of two friends Will and Grace verbally spar over her self-serving get-and-take attitude where Will is responsible for everything -- but what's really bugging him is the overwhelming feeling that Grace is behaving more like a wife than an old friend. Meanwhile Karen tries to help a caffeine-addicted Jack get over a failed crush but he's so jacked-up on java that only a tough-love approach will work. |
| Guest Cast and Crew : Lori Alan | Tim Bagley | Jerry Levine | Butch Klein | Wanda-Lee Evans | Writer : Adam Barr | Director : James Burrows | |
| Air Date : Jan. 04, 2001 |
| Episode 12 - [Swimming Pools Movie Stars] |
| Details : Will and Grace get carried away in an escrow undertow when they pose as a wealthy couple shopping for homes of the rich-and-famous and visit Sandra Bernhard's posh townhouse where they become fast friends and make an fake offer -- but their ploy fizzles when she accepts their offer. Elsewhere Karen is forced to attend her young stepson's swim meet and is uncharacteristically chastised by another mother for arriving late while Jack begins attending Co-dependents Anonymous meetings. |
| Guest Cast and Crew : Sandra Bernhard | Molly Bryant | Mitch Kaplan | Pamela Tyson | Cheryl White | Shandra Olds-Whitlow | Susie Geiser | Director : James Burrows | |
| Air Date : Jan. 11, 2001 |
| Episode 13 - [Crazy In Love] |
| Details : A sports-challenged Will tries to impress his new friend Matt – a sportscaster – with his athletic skills by checking into a batting cage but it takes Grace to show him how to improve his swing. Meanwhile Grace is given a mission: impossible when Jack and Karen ask her to exotically re-decorate Jack's apartment. |
| Guest Cast and Crew : Patrick Dempsey | Marshall Manesh | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | |
| Air Date : Feb. 01, 2001 |
| Episode 14 - [Brothers A Love Story] |
| Details : Will is torn over ending his newfound relationship with Matt a rising TV sportcaster who is extremely reluctant to let the world – especially his macho business associates – know about his sexual preference so he continues to refer to Will as his brother. Meanwhile as Grace does her best to help Will decide Karen is livid when she discovers that he helped draft her husband's will which will award much of his estate to charity. |
| Guest Cast and Crew : Patrick Dempsey | Dion Anderson | George Stults | Writer : David Kohan | Writer : Max Mutchnick | Director : James Burrows | |
| Air Date : Feb. 08, 2001 |
| Episode 15 - [My Uncle The Car] |
| Details : Grace dispatches Will to sell her dearly departed uncle's jalopy but after he makes the sale to an enterprising nun a guilty Grace changes her mind and wants to buy it back -- but the sister makes it clear that short of a miracle it's going to cost her plenty. Elsewhere Karen must duel with an equally eccentric rich friend for the housecleaning services of Rosario while Jack suddenly sees the world differently when he believes his missing father is African-American. |
| Guest Cast and Crew : Ellen DeGeneres | Leslie Jordan | Director : James Burrows | Writer : Kari Lizer | |
| Air Date : Feb. 15, 2001 |
| Episode 16 - [Cheaters Part 1] |
| Details : Grace is apoplectic when she catches Will's philandering father on the arm of a glamorous stranger but she gets even more worked up when she tells Will -- and he's happy living with denial. Speaking of cheaters Karen misunderstands Grace and suddenly suspects that her husband Stan is having an affair so she sets out to even the score. |
| Guest Cast and Crew : Joel McHale as Ian | Sydney Pollack as George Truman | Lesley Ann Warren | Dirk Shafer | Christopher DeLisle | Writer : Alex Herschlag | Director : James Burrows | |
| Air Date : Feb. 22, 2001 |
| Will And Grace Season 3 Episode 17 |
| Episode 17 - [Cheaters Part 2] |
| Details : Grace is apoplectic when she catches Will's philandering father on the arm of a glamorous stranger but she gets even more worked up when she tells Will -- and he's happy living with denial. Speaking of cheaters Karen misunderstands Grace and suddenly suspects that her husband Stan is having an affair so she sets out to even the score. |
| Guest Cast and Crew : Joel McHale as Ian | Sydney Pollack as George Truman | Lesley Ann Warren | Dirk Shafer | Christopher DeLisle | David Costabile | Sara Van Horn | Writer : Alex Herschlag | Director : James Burrows | |
| Air Date : Feb. 22, 2001 |
| Episode 18 - [Mad Dogs And Average Men] |
| Details : Grace is smitten when she meets Sumner Karen's charming and handsome nephew but Grace's attempts to arrange a date are constantly thwarted when Karen conjures up a litany of lies to dissuade her. Meanwhile Will tries to terminate his dead-end relationship with a needy nebbish but postpones the dramatic moment because he's so infatuated with the guy's lovable doggie Pepper. |
| Guest Cast and Crew : Bill Idelson | Peter Jacobson | Paul Satterfield as Sumner Davis | Ellen Idelson | Seemah Wilder | Writer : Adam Barr | Director : James Burrows | |
| Air Date : Mar. 15, 2001 |
| Episode 19 - [Poker-I Don't Even Like Her] |
| Details : Grace's lousy poker playing leads Will's friends to ban her from the game but Grace makes an amazing turnaround to stay in; Karen uses a snippy socialite as a guinea pig for cosmetic surgery. |
| Guest Cast and Crew : Christine Ebersole | Tim Bagley | Tom Gallop | Jerry Levine | Cyndi Martino | Director : James Burrows | |
| Air Date : Mar. 29, 2001 |
| Episode 20 - [An Old-Fashioned Piano Party] |
| Details : When Grace frets that she and Will might drift apart like their similar friends she impulsively buys an expensive piano which she hopes will cement their mutual bond and love for music – or at least give her an excuse to perform a lot of show tunes. Meanwhile when Jack is dumped by his latest romantic interest he vents his grief by writing trashy novels which instantly draw Karen's passionate attention. |
| Guest Cast and Crew : Gigi Rice | Tim Bagley | Philipp Karner | Marshall Manesh | Jovial Kemp | Writer : Jhoni Marchinko | Director : James Burrows | Writer : Jon Kinnally | Writer : Tracy Poust | |
| Air Date : Apr. 19, 2001 |
| Episode 21 - [The Young And The Tactless] |
| Details : Grace gives romantic advice to her slovenly new neighbor Nathan in hope of reuniting him with his girlfriend so he will move away. Meanwhile Will and Jack are out on the town with an unwelcome chaperone: Karen's oblivious mother-in-law. |
| Guest Cast and Crew : Ellen Albertini Dow | Branden Williams | Woody Harrelson | Marshall Manesh | Director : James Burrows | Writer : Jeff Greenstein | |
| Air Date : Apr. 26, 2001 |
| Episode 22 - [Alice Doesn't Lisp Here Anymore] |
| Details : When Grace learns that an old school mate who she made fun of has died guilt makes her attend the funeral. Meanwhile Jack is nominated for a gay cabaret award. |
| Guest Cast and Crew : Todd Stashwick | Alex Kapp | Noel Conlon | Patricia Place | David Doty | Christian Middelthon | Director : James Burrows | |
| Air Date : May. 03, 2001 |
| Episode 23 - [Last Of The Really Odd Lovers] |
| Details : Grace hates herself for her fatal attraction to Nathan and wants to keep her embarrassing romance with him a secret. Likewise Will prefers to maintain discretion in his relationship with a much younger man. Meanwhile Jack revels in the attention lavished on him by Grace's eccentric friend Val. |
| Guest Cast and Crew : Branden Williams | Woody Harrelson | Adam Barr | Molly Shannon as Val Bassett | Director : James Burrows | Writer : Kari Lizer | |
| Air Date : May. 10, 2001 |
| Episode 24 - [Sons And Lovers Part 1] |
| Details : An exasperated Grace tries to mediate between a resentful Will and her sloppy free-spirited boyfriend Nathan when Nathan moves in while Jack is in a royal dither as he plans to finally meet his unseen father face-to-face. However Grace grows nervous when the two polar-opposite men find some common ground and she ponders how a devoted boyfriend might affect her equally important relationship with her longtime buddy Will. After settling his father issues Jack later gets the surprise of his life in a most unexpected fashion. |
| Guest Cast and Crew : Michael Angarano | Woody Harrelson | Claire Malis | Helen Eigenberg | David Correia | Marcia Ann Burrs | Michael Philip as Imaginary Boyfriend Chris | Writer : David Kohan | Writer : Max Mutchnick | Director : James Burrows | |
| Air Date : May. 17, 2001 |
| Will And Grace Season 3 Episode 25 |
| Episode 25 - [Sons And Lovers Part 2] |
| Details : An exasperated Grace tries to mediate between a resentful Will and her sloppy free-spirited boyfriend Nathan when Nathan moves in while Jack is in a royal dither as he plans to finally meet his unseen father face-to-face. However Grace grows nervous when the two polar-opposite men find some common ground and she ponders how a devoted boyfriend might affect her equally important relationship with her longtime buddy Will. After settling his father issues Jack later gets the surprise of his life in a most unexpected fashion. |
| Guest Cast and Crew : Michael Angarano | Woody Harrelson | Writer : David Kohan | Writer : Max Mutchnick | Director : James Burrows | |
| Air Date : May. 17, 2001 |