Seasons & episodes

S2 · E16Hey La, Hey La, My Ex-Boyfriend's Back 2000-03-14 · 22 min

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.

S2 · E17The Hospital Show 2000-03-28 · 22 min

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?

S2 · E18Sweet & Sour Charity 2000-04-04 · 22 min

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 conficts with the concert. Meanwhile, while collecting clothes to give to the mission, Jack donates a pair of Karen's most-prized shoes.

S2 · E19An Affair to Forget 2000-04-18 · 22 min

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.

S2 · E20Girls, Interrupted 2000-05-02 · 22 min

Despite their history, Grace spends a fun evening with Val [ from ep. # 18 Grace, Replaced] 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.

S2 · E21There But for the Grace of Grace 2000-05-09 · 22 min

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 homecooked meal for his birthday, and she looks to Jack and Ben to come to her rescue.

S2 · E22My Best Friend's Tush 2000-05-16 · 22 min

Grace is thrilled when, thanks to Karen's social connections, she gets the chance to land a prestigious client for her interior-decorating firm. The only problem? She must compete with international design goddess Helena Barnes. To help boost Grace's confidence, Karen assumes the alias of ""Anastasia Beaverhausen"" to dig up dirt on the socialite. Meanwhile, Jack tries marketing an odd invention: a tush pad for riding the New York City subway.

S2 · E23Ben? Her? (1) 2000-05-23 · 22 min

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.

S2 · E24Ben? Her? (2) 2000-05-23 · 22 min

Forced by his boss to betray both of his friends, Will quits--only to discover that everything isn't as it seems. Frustrated, he leaves a lost Jack and Grace behind and ends up on a tropical island without a care in the world. Until Ben shows up.

S3 · E1New Will City 2000-10-12 · 22 min

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.

S3 · E2Fear and Clothing 2000-10-19 · 22 min

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.

S3 · E3Husbands and Trophy Wives 2000-10-19 · 22 min

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.

S3 · E4Girl Trouble 2000-10-26 · 22 min

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.

S3 · E5Grace 0, Jack 2000 2000-11-02 · 22 min

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.

S3 · E6Love Plus One 2000-11-09 · 22 min

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.

S3 · E7Gypsies, Tramps and Weed 2000-11-16 · 22 min

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.

S3 · E8Lows in the Mid-Eighties (1) 2000-11-23 · 22 min

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.

S3 · E9Lows in the Mid-Eighties (2) 2000-11-23 · 22 min

S3 · E10Three's a Crowd, Six Is a Freak Show 2000-12-14 · 22 min

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.

S3 · E11Coffee & Commitment 2001-01-04 · 22 min

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.

S3 · E12Swimming Pools... Movie Stars 2001-01-11 · 22 min

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.

S3 · E13Crazy in Love 2001-02-01 · 22 min

A sports-challenged Will tries to impress his new friend Matt â€" a sportscaster â€" 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.

S3 · E14Brothers, a Love Story 2001-02-08 · 22 min

Will is torn over ending his newfound relationship with Matt, a rising TV sportcaster who is extremely reluctant to let the world â€" especially his macho business associates â€" 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.

S3 · E15My Uncle the Car 2001-02-15 · 22 min

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.