Season 1, Episode 1: Pilot21 September 1998
In the pilot episode, Grace dumps her boyfriend, Danny, and moves in with Will for a while, until Danny proposes.
28 September 1998
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.
Season 1, Episode 3: Head Case5 October 1998
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.
12 October 1998
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.
26 October 1998
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.
9 November 1998
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.
16 November 1998
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.
30 November 1998
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.
15 December 1998
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.
5 January 1999
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.
12 January 1999
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.
2 February 1999
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.
9 February 1999
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.
16 February 1999
A "surprise" birthday party for Jack astounds Will when his estranged older brother Sam turns up at the fête 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.
23 February 1999
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.
2 March 1999
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 gay-dar 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.
23 March 1999
The gang retreats to a cabin in Vermont for the weekend, where Grace rekindles a 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.
8 April 1999
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.
22 April 1999
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.
29 April 1999
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.
Season 1, Episode 21: Alley Cats6 May 1999
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.
13 May 1999
Will is stunned to discover that Grace is dating her ex-fiancé 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.
21 September 1999
Despite her moving out (to across the hall), Will still feels that Grace clings to him, so she asserts her independence by having a dinner party without him. Meanwhile, to keep the INS at bay, Jack is forced to move in with Rosario.
Season 2, Episode 2: Election28 September 1999
When Grace feels that Will is abusing his power as president of the tenant's association, she runs against him. Karen tries to buy back Jack's forgiveness when she lets his beloved bird, Guapo, fly out the window.
Season 2, Episode 3: Das Boob2 November 1999
A deceiving, but flattering, newspaper photo makes Grace look more "endowed" than she really is and gains her the attention of a former high school heartthrob who was never one to keep abreast of her before. Jack is destroyed to learn that Will had a fling with Walter, Jack's ex-boyfriend.
9 November 1999
Grace is jealous when her mother stops match making for her, and instead sets Will up. Jack must convince an INS agent (who he dated once) that he and Rosario are happily married.
16 November 1999
When his work for Harlin takes up all his time, Will drops all his other legal clients; a decision that later comes up to bite. Meanwhile Grace tries to teach Karen how to live on a budget.
23 November 1999
An unemployed Will agrees to serve as one of Jack's cater-waiters, until he learns that he'll be catering for American Bar Association. Grace discovers Karen's darkest secret: she once made a porn video.
25 November 1999
Will and Grace are shocked to learn that Jack never told his mother he was gay and encourage him to open up to her at Thanksgiving. The evening brings a revelation for Jack as well: his father isn't who he thinks it is.
30 November 1999
Grace looks to Will for representation when a hotshot lawyer doesn't pay her for a consulting assignment, but he ends up making Will a job offer. Meanwhile, Jack and Karen turn a training film set into an adult entertainment experience.
14 December 1999
Tired of Rob and Ellen's low-rent taste in dining, Will and Grace start hanging with a pair of hip downtowner's they meet at a sushi joint. But as the new pals paint the town, Rob and Ellen see red when they catch their best friends lying to avoid plans to dine at their favorite eatery: a coupon-crazy Italian chain in Secaucus. Meanwhile, Jack's inner child gets a little pick-me-up when he joins Karen at a PTA meeting at her stepchild's school.
11 January 2000
When they appear on their favorite TV show, Antiques on the Road, Grace can't wait to dress down the guests who are ever hopeful that their tchotchkes are worth a fortune, while Jack just wants to undress the show's attractive appraiser, Porcelain Paul. But then it's all business when they realize that their junky, thrift-store teapot is actually valued at $30,000. Meanwhile, Will's new boss makes the reluctant lawyer kiss up to Karen in hopes of landing her hubby as a client.
25 January 2000
Grace is excited to meet Will's best friend from high school until she learns that the woman has made a request: to be implanted with Will's sperm. Now Grace has to confront Will about Will being her "backup."
8 February 2000
Erotic dreams about Grace send Will to a therapist, who seems more interested in Grace. Meanwhile Jack and Karen clash over her treatment of Rosario.
15 February 2000
Will's ideal relationship with his loving father sours when his dad prepares to accept an award at his company's dinner banquet but tries to dissuade his son from attending because he's told everyone that Will is married to Grace. Meanwhile, Karen's private detective finds Jack's biological father.
Season 2, Episode 14: Acting Out22 February 2000
Will and Jack appear on Today to protest NBC for cutting a gay kiss out of an eagerly-waited sitcom episode. Will is frustrated with Jack on how much he wanted to see that kiss and kisses him. Elsewhere, Grace confides in Karen about dumping her boyfriend.
29 February 2000
When Will is set up on a blind date by his boss, he has internal debates on whether or not to go. Of course, Jack gives Will advice on how to be a good blind date. Meanwhile, Grace continues to struggle with her wimpy boyfriend Josh as Karen doles out some typically unwanted advice.
7 March 2000
Will thinks that he has another chance with Michael, his old boyfriend and Grace's new client. Meanwhile, Karen tries taking her "career" more seriously and asks Grace for greater responsibilities.
28 March 2000
While on a blind date, Will finds out that Karen's husband Stan has had a heart attack and rushes to the hospital to be with the gang. Will, Jack, Grace, and Rosario all speculate on who Karen will turn to for her inevitable emotional breakdown. After all, who will pay the bills if Stan dies?
4 April 2000
After winning concert tickets from a radio contest, Grace vows to get more involved and she volunteers herself and Will to help out at the community center. Unfortunately, her charitable work conflicts with the concert. Meanwhile, while collecting clothes to give to the mission, Jack donates a pair of Karen's most-prized shoes.
18 April 2000
When Rob and Ellen ask Will and Grace to be the best man and maid of honor at their wedding, Grace's sexy past with the groom is exposed when Ellen learns at her bachelorette party that Grace once slept with Rob. Meanwhile, Jack is confused by his reaction to the entertainment at Rob's bachelor party.
2 May 2000
Despite their history, Grace spends a fun evening with Val only to have Will suspect her of stealing. Meanwhile Jack becomes attracted to the leader of Welcome Home-an organization for gays who have converted to going straight, so he acts straight to woo the man.
9 May 2000
It's a scary glimpse into the future for Will and Grace when they visit their curmudgeonly retired college professor only to discover that he is a bitter old man that has a "Grace" of his own. Meanwhile, Karen must confront her most mortal enemy, the kitchen, when Stan requests a home-cooked meal for his birthday, and she looks to Jack and Ben to come to her rescue.
16 May 2000
Grace is competing with a well known designer for a job. But she doesn't think she's good enough. So Karen shows Grace just how "perfect" the designer is. Jack has an idea for something he calls the subway tush which is a cushion that someone can bring when they have to be on the subway for a long time. So he wants Will to help him come up with the financing. Will refuses at first. But he later sets a meeting with some people, and Jack goes off and does something outrageous which Will thinks is embarrassing. Only the people they meet want Jack and not Will.
23 May 2000
To help make peace between Grace and Ben, Will has them both over to dinner, only to have their relationship go beyond friendship. But then Will finds out that Ben is dating someone else. Meanwhile Jack catches Rosario in a clinch with a lover and learns that she wants a divorce.
23 March 2000
Unknown to Will (Eric McCormack), Grace (Debra Messing) has a romantic dalliance with his boss Ben (guest star Gregory Hines).
12 October 2000
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.
19 October 2000
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.
19 October 2000
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.
26 October 2000
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.
2 November 2000
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.
9 November 2000
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.
16 November 2000
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.
23 November 2000
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 teenage 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.
14 December 2000
Grace has medical procedure that leaves her with a sore on her lip and when she runs into her new boyfriend she does her best to avoid him but decides to come clean. He also does the same, by telling her he has 6 toes on one of his feet. And when they spend some time alone, he decides to take his shoe off and she becomes uncomfortable. Will and Jack discover that they're seeing the same guy who was unaware of their connection. So they decide to both bow out but the guy keeps calling Will, and Grace convinces him that Jack will understand.
4 January 2001
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.
11 January 2001
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.
1 February 2001
Will wanting to impress his new boyfriend who's a sport enthusiast asks Grace to teach him about sports starting with hitting a ball which he does terribly. Jack and Karen asks Grace to decorate Jack's apartment and initially they're difficult when she makes her proposal. But when they see a phony letter Grace made to get out of jury duty which states that she's mentally unbalanced, they give in to her demands not to upset her.
8 February 2001
Will gets upset when his new boyfriend refuses to recognize him as his boyfriend when they're in public and introduces him as his brother. Grace tells him he should dump him but Will finds it difficult to do that. And Karen discovers that Stan is giving a portion of his estate to charity in his will.
15 February 2001
Jack receives a letter that indicates he is black. Grace inherits an old a car from a deceased uncle. She sells the the car that she believes to be a lemon to a nun. Meanwhile, Karen discovers that Rosario is moonlighting for Beverly Leslie. Grace realizes that she should have kept the car and tries to buy it back.
Season 3, Episode 15: Cheaters22 February 2001
Grace (Debra Messing) is apoplectic when she catches Will's (Eric McCormack) philandering father (guest star Sydney Pollack) on the arm of a glamorous stranger.
15 March 2001
Will is dating a guy who is not exactly attractive because he is fond of his dog. Will takes care of the dog while he's away and when Jack loses him, Will doesn't know what to do. Grace meets Karen's nephew and she keeps Grace from dating him by telling lies. Grace thinks Karen doesn't think she's good enough for him.
29 March 2001
Will and Grace play poker with Larry, Rob, and Joe but because of certain annoying habits, the guys want Grace out and tell Will he has to tell her. Will tells her and she tries to change, when she does, she tells Will what she's doing. Karen wants to have plastic surgery but she wants to see it done on someone else first. So she gets an acquaintance to have the procedure first.
19 April 2001
Graces fears Will is pulling away, so she buys a piano for them to bond over. Meanwhile Jack is depressed over a recent breakup and channels his energy into writing roman novels, which Karen quickly becomes addicted to.
26 April 2001
Grace's (Debra Messing) new neighbor, guest star Woody Harrelson, is a slovenly lout whose disheveled lifestyle and grungy habits put him at odds with her well-ordered world.
3 May 2001
Will and Grace attend a funeral so that Grace can apologize for belittling a former classmate years ago. Also Jack gets ready for a gay cabaret award event with the help of Karen.
10 May 2001
Grace (Debra Messing) hates herself for her fatal attraction to a boorish neighbor (Oscar-nominated guest star Woody Harrelson), and wants to keep her newborn romance with him a secret.
17 May 2001
Grace struggles trying to get Nathan and Will to get along. Jack prepares to meet his birth father, only to get a blast from the past.
27 September 2001
Nathan (Woody Harrelson) feels like the third wheel when Will returns from his vacation and resumes his friendship with Grace. Jack takes Elliot shopping for school clothes.
4 October 2001
Will's former bully from school is hired as a new attorney at his firm. Grace is upset that Karen's birthday gift to Nathan is better than hers.
11 October 2001
Karen cries wolf to Will to many times for his own liking, whilst Grace lends a helping hand to a dateless Elliot for his prom.
18 October 2001
Jack introduces Will to acting coach Zandra for help with a fear, and Grace stays at Karen's while Stan's in prison.
25 October 2001
Jack tries to appease his new boss by setting her up with Will, and jealousy and fear complicate Grace and Nathan's relationship.
1 November 2001
Nathan proposes to Grace but not in the way she was hoping to be. So he tries to do it again but things don't come out as she hoped.
8 November 2001
Will, Jack and Karen try to console a devastated Grace after her break up from Nathan
15 November 2001
It's election time and Will and Grace are supporting different mayoral candidates cause one is gay and the other is Jewish.
22 November 2001
When Will, Grace, Jack, and Karen want to spend Thanksgiving together. But they each have to visit someone or go to another Thanksgiving dinner. So Will comes up with the plan to visit each place for one hour at a time. But each visit leaves them reeling and leaves them unable to enjoy their own celebration.
6 December 2001
Will has old and new boyfriend issues at the gym, and a business proposal causes problems between Grace and Karen.
13 December 2001
Grace has found about Robert. Will doesn't want to introduce Robert to Grace, but Grace invites Robert to dinner and he accepts. Jack names Karen as his assistant on a designer job.
10 January 2002
Karen buys a horse in order to make money off of its use as a stud. Will & Grace see Will's dad's mistress Tina at a record store. George has opted to spend time with his wife instead of Tina, which had left Tina quite upset. Grace says she knows a right man for Tina. The only problem: even Grace does not know his identity yet.
17 January 2002
Grace, while visiting Karen's husband in jail, is reunited with a high school friend. Ignoring Will's advice, she's visiting the inmate and dreaming of a life together outside the Big House. Rosario fusses at Karen for not being supportive of her incarcerated husband and bets Karen that she and Jack cannot stay together in the same room for three days without leaving or hurting each other.
31 January 2002
Grace decides to accept the invitation to her ex-boyfriend's wedding and takes Will as her "plus one". What is Will going to say when people ask him to tell about himself? Jack has an argument with Bonnie about parenting their son.
7 February 2002
Jack is convinced the newest member of the gay chorus line is straight and devises a devious plan to "out" him.
28 February 2002
Will and Grace hunt for a new apartment, and Jack investigates Karen's past.
7 March 2002
Will & Grace find out their new apartment is spacious... maybe too spacious. Suddenly they start to miss their old place. Jack tries to get Karen and her mother resolve their issues.
28 March 2002
It's the wedding anniversary of Will's parents. Will and Grace have a dinner with them in a restaurant. Will's father seems excited by his wife again and Will suspects that his father does not have a lover anymore. Will gives his father cruise tickets for an anniversary cruise and learns that Tina is still very much his father's lover. Meanwhile, Karen and Jack are climbing the stairs from street level to the 65th floor because Karen has a mental trauma involving an incident in the elevator.
4 April 2002
Jack plays heterosexual for a TV ad paid for by Karen, and Grace has issues with Will's new garden gnome.
11 April 2002
It's Grace's first day teaching at a design seminar. She has asked Karen to be her assistant. Jack has a favor to ask from Will. Elliott has a basketball tournament where everyone's dad is attending, but Jack has duties he can't get away from. Will agrees to take his place.
18 April 2002
Will's friend needs someone to plan his wedding. Grace takes the task upon herself but gets a bit carried away... Will and Karen discover they share a common passion: the book they are reading. Jack feels left out and starts acting jealously.
25 April 2002
When Will's laptop computer is stolen, a detective takes Will's statement and discovers he's gay. Later he calls Will and asks him to participate in an operation to locate a gang of gay laptop thieves. Will agrees and they go to a gay bar. What Will doesn't know is that the man is still in the closet and does all sorts schemes, like what he did to Will, to get gay men to go out with him. Grace has to deal with Val who is trying to be a designer and she does so by getting Grace's ideas and clients.
2 May 2002
Jack has news: his new show is about to open and this year his show features magic. He decides to ask Karen to be his assistant - a disaster in the making... Will has just won a photo session with the famous Fannie Lieber in a silent auction. The picture is going to appear in her next coffee table book. And Will asks Grace, who's a huge fan of Fannie's, to come with him to the session. What could possibly go wrong?
9 May 2002
Will, Grace, Karen & Jack decide that they will do the one thing they should do before dying: Grace will train and run a marathon, Karen will make a conjugal visit to Stan in the prison, Jack will audition for a Broadway play and... Will wants to have a baby with Grace?
16 May 2002
Will and Grace actually consider having sex together in order to get Grace pregnant. Karen meets someone who mistakes her for a high class prostitute. Jack considers quitting show business. Perhaps a divine intervention is needed?
26 September 2002
Rushing to her own artificial insemination, Grace runs into a lamp post and is knocked out. She then meets a man, Leo, who rides a white horse. And asks her out. And is a doctor. And also Jewish. Meanwhile, Karen goes to return the room key to the man who mistook her for a high class prostitute, but ends up entering his room... Will discovers that having a baby means a change in priorities.
3 October 2002
Jack is stalking Kevin Bacon. For real. Fortunately, Kevin Bacon is interviewing assistant applicants and Jack beats the others with his vast knowledge of Kevin Bacon. Jack's first assignment: to find Kevin's stalker! Grace takes her first pregnancy test. Karen is trying to break up with Lionel. Dr. Leo comes to see Grace at her workshop - but only to ask her to redesign his practice space.
10 October 2002
Will has already bought a cradle, but when Grace's date with Dr. Leo accidentally takes them to a level that she wasn't expecting, the plans for artificial insemination need to be re-evaluated.
17 October 2002
Karen and Jack hatch a plot which gets Will and Grace into the same place at the same time, in the hope that they will get back together.
31 October 2002
Karen struggles with the decision whether to tell Stan about her affair, only to find out that he is also hiding something.
7 November 2002
Karen has to shower at Will & Grace's place because Stan froze all her assets, forcing Karen to live in her limo. Will's retired boss's business partner, Mr. Stein, arrives from the law firm's London office to "turn the company around". And he's quite upset because of the deficiencies of the firm's N.Y. office. And a little bit... eccentric.
14 November 2002
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.
21 November 2002
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.
21 November 2002
Grace and Leo deal with unsettling details; and Will is reluctant to give away Grace.
5 December 2002
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.
12 December 2002
"On Christmas Eve, Grace is torn when she has only two tickets to "The Nutcracker" musical and can't take both her best friend Will and new husband Leo (Grammy-winning guest star Harry Connick, Jr.)- 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."
9 January 2003
"When Jack convinces tangle-footed Will to join him on a gay soccer team, Will's inept playing leaves him warming the bench - which allows him to bond with the teenaged Elliot, who also is the last man called upon with his own youth soccer team. Meanwhile, Grace is delighted that Karen is giddy in anticipation of her date with a handsome restaurant owner (guest star Andy Garcia)."
16 January 2003
Grace meets her new neighbor, Julie, who surprises her in more ways than one... Will goes to a blind date with Karen's cousin Barry, who, although gay, also has some surprises of his own.
30 January 2003
Will and Jack are trying to teach gayness to Barry, because Karen is giving them $20,000 for it. Leo has an announcement: he has to leave for Africa because he belongs to Doctors without Borders. Later, in order to make Barry feel more at ease in a gay bar, Will recounts his first time in a gay bar, in the 1980s.
Season 5, Episode 15: Homojo6 February 2003
Lorraine tries to lure Jack away from Karen; and Will and Grace struggle connecting after spending so much time apart.
13 February 2003
Grace is having a girls' night. Jack hires his old babysitter - "a crazy lady with a rockin' body", as Will puts it - as his... babysitter.
20 February 2003
Barry returns from fat camp and goes through a makeover. Then Grace claims that she sees all the signs in Will - he likes Barry! Will denies it, but could Grace be right?
13 March 2003
Barry goes on a date with Jack. Will is jealous and intrudes on their date. At Karen's hotel, her maid quits, and Karen puts on her apron just to show that she can manage without her. Then Karen just happens to bump into a handsome maintenance man who mistakes her for a maid. Smitten, Karen switches roles with her maid in order to get to know the man. When Grace doesn't hear from her for three days, she goes to see what's going on and ends up advising Karen with her dilemma.
3 April 2003
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 Will's 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.
17 April 2003
Grace's birthday is coming up and as the best surprise ever for Grace, who loves surprises, Will has flown Leo from Africa... and forgotten to factor in the time differential into the travel time. So Leo arrives one day early and Will has to hide him while Karen and Jack are tasked to keep Grace away from the apartment. Can they do that? Well, they are Karen and Jack.
24 April 2003
Will sprains his foot and Grace and Jack try to help Will through his pain and Karen gets a new roommate.
1 May 2003
Stan dies while having sex with his mistress. The divorce is not yet final - will Karen inherit it all or is there a change in Stan's last will?
Season 5, Episode 23: 238 May 2003
Stan dies. Everyone goes to the funeral. Karen runs into Stan's mistress, Lorraine. Karen asks Will what did Stan leave her, he tells that Stan made some new changes in his will before his death. Karen fears that Stan is leaving his estate to Lorraine. When there's a heated exchange between the women, Karen tells Will to send for the will. And when it arrives, Will reads it and it's very long.
Season 5, Episode 24: 2415 May 2003
Grace has promised to go to Guatemala with Leo, but when Karen invites Will & Jack for a long cruise, she breaks down and Leo releases her from her promise. Grace then decides to join the others on their cruise. But then Leo's partner, Dr. Morty stops by. And it just happens to be that Dr. Morty is actually a stunning, busty blonde. And she's going to be working at the same place as Leo... Can Grace make herself trust Leo?
25 September 2003
Will and Jack wake up in the same bed on the boat... and panic. Grace is already panicking because Leo forgot a bag on the boat and she found Dr. Morty's love letter addressed to him. But before Grace can head to Guatemala to stop Dr. Morty, she discovers that Leo's passport is in the bag too and Leo has to return to get it. But what should Grace do with the letter?
2 October 2003
Grace and Leo are having a dinner party to which Grace invites Will, Jack and Karen. And Leo's just pumped into his ex, Diane, and invited her too. Grace assures Will, Jack and Karen, that there is no drama forthcoming. None whatsoever. Absolutely not. Unless it turns out that Diane is a secret from someone's past.
9 October 2003
Karen has invited Grace to the country club to play tennis. Will is going to Connecticut to see his mother and is taking Jack along for company. When Grace brings Leo along, Karen says she intended to play one-on-one with Grace. Karen has to accept a surprise partner for a doubles play. Tensions rise and Karen ends up revealing her true opinion about Leo.
16 October 2003
Jack walks into Will and Grace's apartment, all full of himself and announces he has a part on a off-Broadway play opposite James Earl Jones. There's just one detail Jack forgets to mention to Will & Grace... Will's mother living under his roof is starting to get on his nerves. Grace wants to tone up because Leo's sex drive has increased.
30 October 2003
When Leo's depressed about leaving Doctors Without Borders, Will tries to cheer him up. But it only makes him miss it more. And Jack decides to get ready for a Gay Spelling Bee and is being prepped by Karen.
6 November 2003
Grace is abroad with Leo. Will has to take care of his injured mother and while in the park, they meet a man called Tom who also has to take care of his mother. Tom and Will hit it off, but the thing is, Tom really likes taking care of his mother, so Will has to fake that he too likes taking care of his mother in order not to drive him away. Karen is on the trail of Lorraine Finster and has tracked her to a hotel, but finds that the L. Finster who has checked in is actually her father Lyle.
13 November 2003
Karen has to go have herself examined at a doctor and is scared to death. Will and Jack accompany her. Karen's fears are not diminished by the fact that the doctor is... slightly eccentric. Jack sees a good-looking male nurse and instantly decides to change from studying acting to studying nursing. And to do that he needs money from Will and Karen.
20 November 2003
When Grace (Debra Messing) returns back to New York for her mother's birthday, Will (Eric McCormack) tries to coerce her into staying in town a bit longer so the two can spend some quality time together.
4 December 2003
Will, Grace, Karen & Jack go to a restaurant to celebrate Jack's new start in studying nursing. Unfortunately, there seems to be a problem with their table reservation and things are only going to get worse.
Season 6, Episode 10: Fanilow11 December 2003
It's Christmastime. Will is the first one in line for Barry Manilow concert, to the disappointment of the girl who arrives second. Turns out that they know each other through a Barry Manilow chat site. Grace happens to walk by and takes Will's place in the line while he goes to relieve himself. Then Grace spots her mother across the street, having dinner with Jack, even though she had said to Grace she wasn't coming to town. So, to find out what's going on, Grace calls Karen to take her place in line. Meanwhile, Will finds out that waiting in line for bathroom may sometimes take a rather long time.
15 January 2004
Lorraine's father, Lyle returns and tries to woo Karen but she rebuffs him. But changes her tune when Lorraine tells her to keep away from him. And Grace's sister who's a loafer comes to town to try out her new scheme. And when Grace tells her she's a loser and she turns things around and gets a job at a corporation which has Grace in awe.
22 January 2004
Will succeeds where Jack fails: he becomes a boy-toy for a wealthy elder man. Grace drops a plate of hot noodles at a restaurant and declares war on them when they refuse to give her a replacement on the house.
10 February 2004
Leo has a cabin in Vermont and his neighbor has called Grace to tell that the pipes have frozen and they need to be taken care of. Will is meeting a new, gay, client and can't go. Jack is going to see "The Boy from Oz", dying to see "Hugh Jackman ...and his huge ackman". So Grace has no choice but to take Karen with her. While they are on their way, Will meets the new client, who is a huge Lord of the Rings fan. After Jack has interrupted the meeting, the client declares, "I want him to be the lord of my ring"... In Vermont, Grace & Karen find something unexpected.
19 February 2004
Jack is taking part in a cooking class because now that he has a boyfriend, he wants to offer him home-made food. Will goes too - and finds out that Jack brought Stuart with him. Not only is Will left cooking alone, he finds out that he is the only one who's single. Karen's mother has moved into town and is in need of a decorator - a lucky job opportunity for Grace.
26 February 2004
Jack sets Will & Grace up with their first house flipping client, Zandra; meanwhile Lorraine causes problems for Karen and Lyle.
4 March 2004
Will & Grace have ethical difficulties selling Zandra's place, Jack worries he may be moving to fast with Stuart; and tension mounts between Lorraine, Karen, and Lyle.
11 March 2004
Will and Grace who are now flippers (buying houses cheap and then fixing them up and selling them at a huge profit) are trying to get a house. But they learn that they have just encroached into the area of a couple of flippers known as Deirdre and Monet who are lesbians. They approach Will and Grace and tell them to stay out of their territory. Will decides to fight back by driving a wedge between them. However things don't go as planned. And Karen feeling as if she's cheating on Stan with her relationship with Lyle decides to contact him through psychic John Edward. That's when Jack decides to pretend to be Stan so that Karen can move on.
18 March 2004
Karen enlists Will to teach her how to drive. And of course she gets pulled over by a police for speeding. Meanwhile, Grace and Jack are at movies. They see Stuart in the theater with another man and Jack starts suspecting Stuart is cheating on him.
25 March 2004
Karen and Jack are facing a problem: not only has Sex and the City ended, but Frasier and Friends are ending too - what are they going to start following? Will dates a cop and makes the mistake of listening to Grace's dating advice.
1 April 2004
Will and Vince's relationship is put to *the* test - will Grace approve Vince? Meanwhile, while giving Karen dance lessons, Jack realizes that their relationship is most likely to change drastically when Karen gets married.
8 April 2004
Elliott announces that he's going to apply into the school cheerleaders, which makes Jack very proud of him. Tina confides in Will that she suspects Will's dad is seeing another woman since he is now always too tired to have sex with her. Will has to go to see his father to find out what's the truth but he isn't prepared for the truth.
Season 6, Episode 22: Speechless22 April 2004
Jack is graduating from nursing school and because he was voted The Most Popular, he gets to make a speech - but then he realizes the graduation day is sooner than he thought and he needs to write his speech very very quickly. Enter Will to do it for him - a potential disaster.
29 April 2004
Karen and Lyle are "eloping" to Las Vegas on a private plane because Lyle said "screw it" to a 3,000 people wedding. Jack and Will are tagging along. Leo is coming from Cambodia, but where's Grace?
29 April 2004
At Lyle and Karen's wedding reception, Will confronts Leo, who is experiencing strong guilt about his actions. Lyle's brother also suddenly remembers he had something to tell to Lyle. And Karen has a surprise in store for everyone.
16 September 2004
After breaking up with Leo, Grace tries to cope with her grief by taking all of Leo's stuff out of his apartment. After Leo shows up at Will's apartment to excuse and win Grace back, she seems to finally end their relationship. Karen writes a song, which she shows to Jack. She asks him to show it to Jennifer Lopez of whom Jack thinks she is his new best friend.
26 September 2004
Jack prepares himself for his performance as a back-up dancer for Janet Jackson. During rehearsal Janet decides that she doesn't want 6 but only 5 dancers. This leads to a dance-off between Jack and another dancer, Artemis. It turns out that Artemis is Karen's former lover. Since she still has feelings for Artemis, Karen asks Jack to let Artemis win the dance-off. Grace still has to deal with the break-up with Leo and it takes all of Will's support to make her feel better. Will is so entangled by Grace that he almost forgets about his boyfriend Vince and that he got needs, too.
30 September 2004
When Grace accidentally walks into an Anonymous Alcoholics meeting she meets Val again. Grace is forced to participate in the meeting. As time goes by, Grace starts to like the meetings and thinks that they are just like therapy, but just cheaper. Karen fears she is losing Grace as friend to non-alcoholics beliefs. During a test screening for a gay network, Jack has many ideas. This annoys Will, who actually has got to say a lot about gay TV-shows, too and feels out-staged by Jack.
Season 7, Episode 4: Company7 October 2004
Jack feels misplaced in the TV staff of the gay network as he feels everyone is smarter and more educated than him. He feels as if he has to adapt to his co-workers, but this change would force him to change some things about his personality and to hate things he actually likes. When Will talks to someone living in the apartment house, Grace tells him not to do so since the person could be dangerous. When Grace meets the stranger in the elevator she invites him over to have some cocktails. As it turns out, the stranger is not dangerous, but a bit weird and boring.
Season 7, Episode 5: Key Party14 October 2004
It's Will's birthday and Vince wants to give him the key to his apartment as a gift. Grace thinks it is not a good and a rather cheap idea and convinces him to give Will a wallet instead. When Grace then tells Will at his party what Vince original present was, he is surprisingly excited and considers it to be very romantic. Will is of course very disappointed when Vince's present is not a key but a wallet. Grace is not brave enough to tell Will that she was the one who talked Vince out of the idea with the key. Karen is very upset since Will's birthday would also have been Stan's birthday. This leads her to forget to buy a present for Will, which she was supposed to buy in her and Jack's name.
21 October 2004
Grace takes on her first job after the end of her marriage. What seems problematic about the job is that the clients are Newlyweds who just got back from their honeymoon. Grace is annoyed by all their flirting and their love for each other. When Grace leaves, Karen takes over Grace's job in the clients' apartment. Will takes Jack to a gay bookstore, which is about to be closed. Will finds out that the bookstore will become a gym after it is closed down.
4 November 2004
Will and Grace meet Vince's close friend Nadine, who is "Vince's Grace". Vince and Nadine seem to be far nicer with each other than Grace and Will, which upsets Will. He wishes Grace was as supportive for him than Nadine is for Vince. When being forced to tell what she doesn't like about Vince, Nadine reveals that she hates Will. After quitting the job as Grace's assistant, Karen works as an assistant for Jack. But, rather than working, Karen and Jack only make nonsense, which forces Jack to fire Karen.
11 November 2004
Grace decides to start dating again after her divorce. On her first date, she meets with a guy, who Will recommended to her. Although Will is worried that Grace ruins the date, it actually goes quite well and when Grace gets home there is a message on the answering machine from her date that he liked it and that he wants her to call back. The moment Grace wants to call back she hears another message on the machine, but this time it's from Leo. He reminds her of the fact that their anniversary is coming up. From that moment on, Grace is no longer interested in her date, and thinks about meeting Leo. Also, Karen wants to meet new men, and she and Jack decide to go on a double date with either bringing the date of the other along. But this date turns out as a disaster.
18 November 2004
After taking Grace out of town to forget about Leo and their anniversary, Will and Grace stay at a hotel and Will hopes that Grace will finally find some peace. But, Will finds out that Grace has brought the answering machine with Leo's message on it with her and forces her to get rid of it so she stops thinking about going to the roof of Peninsula Hotel to meet Leo or not. Jack has to make up an idea for a promo for Out TV and meets the perfect actor for it in a hotel where he is working as a Bell Boy. Also, other people at the network think the actor is perfect, but when it comes to shooting the actor feels demeaned by the words he is supposed to say.
25 November 2004
It's Thanksgiving time and Will is about to meet Vince's family for the first time. Vince's mother apparently doesn't like any of Vince's boyfriend even if she hasn't met them yet. So, Will decides to take her out on a shopping trip. During the trip Vince's mother breaks her toe, because Will told her to put on high heels and "work it". So, Will takes over the cooking job for Vince's family and his friends and everyone gathers for a nice dinner. Grace has crazy sex dreams, which leads her to the conclusion that she needs sex in real-life and sees a chance to get what she wants from Vince's cousin.
25 November 2004
When Jack tell Will that Ro wants to come out of the closet and tell her family that she is a lesbian, he is about to freak out and tries to convince Ro not to come out tonight. Vince is still struggling with his suppressed anger for his dad, although he seems to do nothing that could upset his son. Grace and Karen both make out with Vince's cousin Sal and from then on compete for his affection. Annette keeps teasing Will, because of her injury, which he caused. Under all these circumstances, dinner seems to get a little messed up.
9 December 2004
Karen's step-daughter Olivia visits her for Christmas, but Karen wants to get rid of her as quickly as possible so she makes Jack take care of her. Other than expected, Jack has a lot of fun with Olivia and Karen suddenly wants to hang out with them. Grace starts to get along with Will's mother pretty well until she ruins her favorite figuring. But since Marilyn doesn't know about it neither Will nor Grace tell her about it. The guilt over not telling Marilyn drives Grace nuts.
6 January 2005
Karen is interviewed for parade magazine. The interviewee turns out to be an old schoolmate of Karen, who has some bad memories of her. Grace and Jack want to go to the movies and make a quick stop at a store where they see Vince. Jack feels insulted since he asked Vince to come along them. It turns out that Vince got fired from his job as a cop and works in the store. A fact which he has to tell Will yet. Grace wants to confront Vince about lying, but then backs out.
Season 7, Episode 14: Partners13 January 2005
Vince finally tells Will that he got fired. While Vince basically spends all of his time hanging around at Will and Grace's apartment, Will gets the chance to become partner of his firm. Will's boss Margot wants Will to bring along Vince to a dinner where it is decided if Will will be partner. But Will is kind of embarrassed by Vince, who starts to annoy him. It gets worse when Vince shows up at the dinner and has just got fired from a job by Harry Winston. Margot introduces Grace to Leonard, but he is quite older than Grace expected and surprisingly he is also Margot's husband. Rosario is very sick and Karen doesn't want her to bring into a hospital, because she thinks she is faking.
3 February 2005
Will mourns over his break-up with Vince, so Jack decides to take him on a Boy's night out to make him feel better. At first, Will has fun, but after Jack dumps him and leaves him alone at the club Will is mad at him. Scott shows up again to tell Karen that he still wants to ruin her life. After failing the last time, he promises he won't this time. Grace has an important job for a restaurant and as it turns out her client is Scott. Since Grace doesn't know who he is and that he has evil plans, she doesn't realize that Scott wants to talk her into firing Karen.
10 February 2005
Scott keeps sending flowers to Karen after falling in lover with her. But Karen got to know someone online and is about to meet him on Valentine's Day. Will and Jack accompany Karen to her blind date with the stranger, because she promised them there would be a lot of gay men. But instead of gay men, the only people there are old and straight in Jack's and Will's opinion. Also, Beverley Leslie and Scott are there. Grace meets Nick when he accidentally comes into her office and they get along very well.
17 February 2005
Grace meets Nick again when he picks up his phone which he forgot at her office. After passionately kissing him, Grace is scared she's moving too fast in their relationship, so she convinces Will to go with her on a date with Nick to watch over her and her actions. Karen has a Peeping Tom and she and Jack confront him. It turns out that he wasn't looking at Karen but at birds and that he is a "Hot Gay Nerd". Jack is very interested in this very rare "species" of gay men
24 February 2005
As Karen's lawyer, Will warns her that she is spending too much money - it isn't going to last forever. Karen agrees that she could let the pastry chef go. Nick is taking Grace to Union Square Café. When he learns that Jack is working for a TV network, he reveals that he has a script and he would like Grace to read it and then pass on to Jack. Will goes to tell Karen's pastry chef that Karen is letting her go, but he isn't prepared to find out that the pastry chef is fabulous...
Season 7, Episode 19: Sour Balls17 March 2005
Jack convinces Will that they need a change of scenery and should buy a vacation home in an up-and-coming gay community.
21 April 2005
When Will convinces Grace to see his therapist, Dr. Georgia Keller, he becomes increasingly jealous when the two women form an instant friendship.
5 May 2005
It's Grace's father birthday and since her sisters are not able to attend the birthday party, Grace is scared of being alone with her parents. She convinces Karen to accompany her and when they arrive at the parent's house it turns out that Grace's mother is about to leave, too. This means that Karen, Grace and Marty Adler are all alone. After recovering from a first shock, Grace sees this as a chance to improve her relationship with her father. In the meantime, Jack convinces Will to go on a blind date. The date turns out to be blind man, who tells Will that he thinks, after touching his face, is not good looking. But the whole thing turns out to be a prank for Jack's TV-show "Pink'd", a "Punk'd"-like show for Out TV. But, Will doesn't want to sign a paper, which would allow Jack to air the episode in which he is fooled.
10 May 2005
Jack meets an old student from his acting class, whom tells him about his successor Wendell. When Jack meets Wendell, he realizes that Wendell teaches the "McFarland method" which he stole from Jack. Jack wants to take the class over, but Wendell doesn't let him do so. After having an accident at the Jeans store, Grace is worried about dying one day. Grace decides to make a will and wants to leave some money to Will. When she confronts him about how much money he leaves to her, he doesn't want to tell. So, Grace asks Will's mother Marilyn, who is the only one who knows about it.
19 May 2005
After having quit his job, Will thinks is new destination is to become a writer. When he is in park, Will meets Malcolm. Beverley files Karen with a law suit for defamation of character when she publicly said that he is a homosexual. Beverley wants her to apologize for what she said publicly. If she does so, he will draw back the law suit. Jack has to deal with a former child star named Randall, who is supposed to host a show for Out TV. Grace meets her former boyfriend Tom and he introduces her to his wife Viv. It turns out that Tom and Viv bought a hotel and want Grace to design it.
19 May 2005
After his first day, Will becomes suspicious of his new job--especially when he finds himself in an empty office with no coworkers, a German shepherd, and a Russian-speaking thug.
29 September 2005
In this first episode of the last season, Karen finds out her dead husband, Stanley, is still alive. This is also the first of 2 live episodes in honor of the show's final season.
6 October 2005
Jack tells everyone he has a very important and famous guest. To make his show stage look better he asks Grace for some help with the decoration. When Jack's guest doesn't show up, he uses Grace as a last-minute replacement. During her appearance on the show, Grace reveals some of her positive thoughts about gay men, but when the show airs, an important part of Grace speech is missing. Karen makes Rosario stay at Will's and Grace's apartment, because she is mad at her because she knew about the fact that Stan is still alive. Will tries to help Karen with her anger about Stan lying to her about his death by making her tearing down the imaginative wall she has built up. This leads to an all new sensitive Karen.
13 October 2005
Grace goes on a blind date and Jack gives Will swimming lessons.
20 October 2005
It's the 10 year anniversary of Game Night Spectacular and Larry and Ellen will come over to celebrate. Will also invites one of his clients from the meal delivery service from Project Angel. Clyde, who is an old man and therefore not much up-to-date, is not good at the games that are played, which all involve Celebrity gossip and movie knowledge. Unfortunate for Grace, she ends up with Clyde in a team and gets more and more angry as they lose over and over again. To improve the relationship between Jack and Malcolm, Karen takes Jack with her on a shopping trip with Malcolm. Malcolm tries to win Jack over by buying him a nice Italian suit, but Jack still wants Karen to get back together with Stan.
3 November 2005
Although she is back together with Stan, Karen hasn't broken up with Malcolm yet. It is Grace who tells him about the fact that Karen is back with her husband. Since Malcolm doesn't want to go alone to the autumn carnival, he takes Grace, who happens to tell him that she is also going alone, as his date. Will tries to organize a carnival auction for Project Angel and tries to get Baby Glenn, who once fell into a hole as a child and became famous for this, as an item to auction. Besides Baby Glenn, also Jack is up as an item at the auction.
10 November 2005
After taking a Red Eye flight to London for the weekend with Will, Grace wants to check if there are any celebrities on board. Although she meets no stars, she finds out that Leo is in the first class. After having a make-over in the airplane toilet, Grace tries to act as if she actually bumps into him. While Grace talks to Leo, Will flirts with flight attendants to get food, drinks and a better seat. In New York, Jack tries to convince Karen to re-hire Rosario. But, the new maid threatens Jack that she will hurt him if he makes Karen fire her. Karen, of course, doesn't believe him when he tells her about her new aggressive maid.
17 November 2005
Jack plans to move into a bigger place. Will helps Jack to find an apartment and after-wards they go to the zoo to see two gay penguins. In the zoo, they meet Rose who wants to file a petition against the planned separation of the penguins. When Rose tells Will how sad they will feel without each other, he feels as if she's talking about him. Grace shops with Karen to look for a good dress she can wear for the picture for her Christmas card, which she sends to everyone she knows every year. During their shopping trip they meet Beverley, who tells them that his wife Crystal passed away. He invites Karen and Grace to the memorial service. There Beverley shows them a beautiful dress of his late wife, which Grace thinks would be perfect for her Christmas card. Of course, she doesn't hesitate to put it on.
24 November 2005
Bobbi comes over to the apartment to visit Grace and have dinner together. Because Grace always complains about her mother, Jack tells her she should learn to appreciate her. Jack wants to help Grace to improve her relationship with her mother, but she refuses. Though, Jack words seem to have some effect on Grace and how he feels about her mom. Will starts his new work at a non-profit organization. The first person he is supposed to file a law-suit against is Karen. The law-suit involves a non-fixed building. Will wants to give her a change to get out of the law-suit by telling her first about it and then demanding that she fixes the building.
8 December 2005
Karen, Grace, Jack and Will visit Will's family over the Christmas break. Also, Will's brother Sam and his two children are there, too. Everyone suspects that Sam's son Jordy is gay. Will is worried that his mother would freak out about having another homosexual in the family, and tries to stop Jack from encouraging Jordy and some of his gay antics. When Jordy wants to put on a Christmas show, Will forbids it. Grace, who always had a fling for Sam, tries to get closer to him, but he cuts her off every time she tries to talk to him. When she confronts about him avoiding her, it turns out that Sam is still attracted to her.
5 January 2006
There is a Sound of Music sing-a-long and everybody dresses as his favorite character. Will ends up at the wrong address, but luckily meets a handsome guy. Grace, meanwhile, feels a little misplaced as a Maria without her Mr. Van Trap. Will decides to stay with the guy he just met, leaving Grace alone at the movie theater where starts singing songs from the movie to children. In the movie theater, Karen throws her flask of the balcony, she and Jack have to search for it before someone finds out that it was her who threw it, because her name is on it.
12 January 2006
In the second live episode of the final season (all set in Karen's Bathroom), Karen hosts a birthday party for herself for the first time and invites Will, Jack, & Grace. Then they learn that Karen has been hosting this party annually for 10 years.
19 January 2006
Jack is sick with the flu and Karen offers him to stay at her mansion so she can take of him. When he is in Karen's house he sees a whole new part of it and he finds something that Karen calls "the forbidden room". Karen doesn't tell Jack what is in the room. Jack tries to figure out what could be behind the locked door. Grace meets Margot at the coffee house and she offers her a job to design the law firm. Grace accepts the offer although she just accepted another offer from a retirement home. When she tells Will about her decision, he is enraged, because he cannot believe she is willing to work for the corrupt firm he left. What Grace doesn't know is that Will works at the firm again and takes the job anyways.
Season 8, Episode 13: Cop to It26 January 2006
Will and Grace run into Will's ex-boyfriend Vince while at dinner with Rob and Ellen. Meanwhile, Jack and Karen travel to Ohio to help a "Jack Talk" fan come out.
2 February 2006
The foursome visit L.A. to check out UCLA with Elliot. Will bumps into James, whom he met the night of the "Sound of Music Sing-Along". Jack tries to make Elliot pay for his irresponsibility, but Elliot doesn't accept Jack as his father.
9 February 2006
As Grace prepares for her green-card marriage to James, she frets that Karen is going too far by organizing on overly lavish wedding spectacle that includes a performance by Hall & Oates.
16 March 2006
Grace reluctantly decides to tell Leo that she's pregnant with his child. Menawhile, a blissful Will settles in with James... until he discovers something unexpected about him.
23 March 2006
Grace hires another assistant who is Iranian. And when she turns out to be inept, Grace wants to fire her but doesn't out of concern that she's doing it because of her ethnicity. Jack takes Will to a Gay Western Bar to meet his new guy who hits on Will.
30 March 2006
After a large corporation takes over OutTV, Jack's talk show "JackTalk" is completely revamped. An immediate change comes when the new conservative owners hire Amber-Louise as "JackTalk's" new co-host. While Jack is deciding whether or not he'll stand up to his new bosses, Karen goes baby shopping. After seeing Grace so happy about her pregnancy, Karen decides she wants a baby of her own and offers to pay a make-up lady, Cricket, to carry one for her.
6 April 2006
After losing his job as the host of "JackTalk," Jack vows never to return to acting. An unrelenting Karen, however, will not let Jack give up on his passion and decides to do whatever it takes to get Jack to an audition. Meanwhile, Grace accompanies Will to dinner at his parents' home, but a simple dinner soon turns into a showdown between Will and his father when his dad decides to give Grace's unborn child Will's cherished baby blanket.
27 April 2006
Friends and family gather for the funeral of Will's father. During the reception everyone shares fond last memories of Will's father, while Will's last memory is not as pleasant. As he tries to come to terms with their last fight, Marilyn helps him realize the changes he must make in his life. Meanwhile, Grace attempts to comfort the grieving younger members of the family and begins to doubt her ability to be a good mother.
4 May 2006
As Will rekindles his relationship with Vince, Grace wonders if Will will be there for her once the baby arrives. Meanwhile, Karen's marriage is in trouble, but she finds little comfort from Jack, who's preoccupied with his new TV show.
11 May 2006
Karen's sister, Virginia, appears for the first time. Karen has been supporting her because of guilt over a child-hood accident to Virginia.
Season 8, Episode 23: The Finale18 May 2006
The culmination of eight seasons ends tonight with a one-hour series finale. Will Will and Grace raise a child together and find ultimate happiness? Will Jack find anyone that loves him as much as he loves himself? Will Karen find true happiness with the absence of Stan? All these questions and more will be answered as this groundbreaking series concludes eight amazing seasons.
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