NBC Comedy Vault Will and Grace vacillate on artificial or natural means of conceiving a baby; Jack receives career advice from his show-business idol, Cher. 2026-09-09 A dashing doctor (Harry Connick Jr.) on horseback rescues Grace; Karen debates cheating on her imprisoned husband with hot-blooded suitor Lionel (Rip Torn). 2026-09-09 Stalking Kevin Bacon (guest starring as himself) pays off for Jack when he is hired as the actor's personal assistant; Will and Grace pursue parenthood. Harry Connick Jr. and Rip Torn also guest star. 2026-09-09 Smitten with the handsome doctor (Harry Connick Jr.), Grace stalls for time to reconsider having a baby with Will. 2026-09-09 Karen and Jack hatch a plan to end Will and Grace's ongoing feud by tricking them into attending the same child's birthday party. 2026-09-09 Leo (guest star Harry Connick Jr.) drags Grace on a scary cycling trip in the autumn countryside. Jason Marsden also guest stars. 2026-09-09 Will's aggressive new boss (Gene Wilder) orders him to fire his friend; Grace and Jack discover Karen is living out of her limousine. 2026-09-09 Grace uses indecorous language when meeting Leo's parents; Jack's acting coach (Eileen Brennan) disparages his meager talent. 2026-09-09 Grace begins to have cold feet as her relatives start arriving for her wedding, while Will tries to overcome his mixed emotions. 2026-09-09 Will is uneasy about the whole idea of Grace marrying Leo (guest star Harry Connick Jr.). Debbie Reynolds and Katie Couric also guest star. 2026-09-09 Will invites Karen to move in with him after she is kicked out of the Plaza Hotel; Elton John is an all-seeing arbiter of gay style. 2026-09-09 Grace has only two tickets to "The Nutcracker" and cannot decide whether to take Will or Leo. Mary McDonough guest stars. 2026-09-09 Jack convinces Will to join a gay soccer team; Karen is giddy in anticipation of her date with a handsome restaurateur (Andy Garcia). 2026-09-09 Grace is puzzled by her new neighbor -- a bizarre bohemian woman. 2026-09-09 Will and Jack coach Karen's cousin (Dan Futterman) on his new gay lifestyle, reminding Will of his own experience of coming out in 1986. 2026-09-09 Karen's rival (Minnie Driver) attempts to manipulate Jack; Will and Grace revitalize their friendship with a night of board games. 2026-09-09 Jack encounters his former babysitter (guest star Demi Moore) and lapses into childlike behavior. Rosanna Arquette and Leigh-Allyn Baker also guest star. 2026-09-09 Will and Jack's transformation of Karen's cousin Barry is complete; Karen duels with Beverly during a silent auction for charity. 2026-09-09 Jealous Will spots Barry (Dan Futterman) disappearing with Jack; Karen trades places with Rosario to woo a handsome handyman (Bruno Campos). 2026-09-09 Will forms an anti-romance club with Karen and his boss (Gene Wilder). 2026-09-09 Will attempts to surprise Grace for her birthday by sneaking Leo back from Africa; Jack and Karen take their mission to keep Leo's return secret too seriously. 2026-09-09 Karen's search for a roommate leads to a high-maintenance individual, who shares many of her eccentricities; Grace and Jack intervene when Will uses painkillers as a crutch. 2026-09-09 Karen hires a somewhat immature divorce attorney (guest star Macaulay Culkin) to oppose Will in court. 2026-09-09 When Karen's ex-husband dies, she and her British rival (Minnie Driver) have a contest of wills; Leo (Harry Connick Jr.) is needed in Guatemala. 2026-09-09 Karen confronts her ex-husband's mistress before inviting everybody for a ceremony on her yacht; Grace suffers from jealousy after meeting her husband's sexy co-worker. 2026-09-09 Will and Jack awake in a precarious position while at sea; Grace discovers love letters in Leo's bag from a female colleague. 2026-09-09 Grace is vexed when she learns that Leo's ex-girlfriend (Mira Sorvino) is intimately acquainted with Will. 2026-09-09 Karen invites Grace and Leo to play tennis at her exclusive club, but her fierce playing style drives Grace away. 2026-09-09 Jack lands a speaking role opposite James Earl Jones in an off-Broadway play and gives the veteran actor some pointers. 2026-09-09 Will takes Leo on shopping sprees and for high tea to help him rekindle his love of the city; Karen coaches Jack for the annual gay spelling bee. 2026-09-09 Will takes his mother for an afternoon stroll and bumps into an attractive bachelor (Dylan McDermott); Karen continues her lifelong quest to hunt down hubby-stealing Lorraine. 2026-09-09 An unorthodox doctor (Jack Black) gives Karen her annual physical; Jack begs Will to support his decision to become a student nurse. 2026-09-09 Will urges Grace to stay in New York so they can spend some time together; Karen strong-arms Jack's nursing teacher into letting him skip class but still make the grade. 2026-09-09 Will catches the eye of a female diner after being stood up; Grace bumps into a man (Tom Everett Scott) with whom she once shared a forgettable encounter; Karen runs into her nemesis, Candice Bergen. 2026-09-09 A weak bladder forces Will to entrust Grace with his place in line for Barry Manilow tickets; Grace's mother (Debbie Reynolds) cancels their annual mother-daughter shopping trip to have dinner with Jack. 2026-09-09 Grace's freeloading sister (Geena Davis) comes to town to launch her latest business enterprise; Karen spurns Lyle (John Cleese), then changes her mind after Lorraine (Minnie Driver) expresses her disapproval. 2026-09-09 A rich plastic surgeon (guest star Hal Linden) tries to buy Will's affection; Grace boycotts a new restaurant. 2026-09-09 Will's new client (Dave Foley) falls for Jack; Grace and Karen discover hidden money while trying to fix the plumbing in Leo's cabin. 2026-09-09 Will is the only single man in a cooking class full of couples, including Jack and his new boyfriend (Dave Foley); Karen's mother (Suzanne Pleshette) asks Grace to decorate her apartment. 2026-09-09 Will and Grace begin a business venture selling apartments; Jack runs into his former acting mentor, Zandra; Karen and Lyle (John Cleese) try to renew romance. 2026-09-09 Will and Grace try to break up Jack and Stuart (Dave Foley) so they can sell the apartment for a higher price; Karen demands that Lyle (John Cleese) discipline his daughter (Minnie Driver). 2026-09-09 Real estate entrepreneurs Will and Grace face formidable competition on the East Side from a lesbian couple (Edie Falco, Chloë Sevigny); John Edward gives Karen some psychic guidance. 2026-09-09 Jack and Grace stumble upon Stuart (Dave Foley) watching a movie matinée in the company of another man; Will tries to teach Karen how to drive. 2026-09-09 Grace advises Will to play hard to get with his new boyfriend (Bobby Cannavale); Jack and Karen despair after learning their favorite TV series will be going off the air. 2026-09-09 Will introduces his new boyfriend (Bobby Cannavale) to overly critical Grace; Karen tells Jack that their friendship will change after her wedding. 2026-09-09 At Tina's (Lesley Ann Warren) urging, Will tries to find out if there is a new woman in his father's life; Jack's son decides to try out for the high-school cheerleading squad. 2026-09-09 On the eve of his graduation from nursing school, Jack turns to Will for help writing his commencement address. 2026-09-09 Karen moves her wedding to Las Vegas, where Jennifer Lopez agrees to sing at the ceremony. 2026-09-09 Karen moves her wedding to Las Vegas, where Jennifer Lopez agrees to sing at the ceremony. 2026-09-09 Karen recruits Jack to help her get Jennifer Lopez to listen to Karen's new song; Grace takes out her frustration over her cheating husband on Will. 2026-09-09 Jack wangles his way into Janet Jackson's (guest starring as herself) performance tour as a backup dancer. 2026-09-09 As she attempts to steal doughnuts at an AA meeting, Grace has a surprise reunion with Val (Molly Shannon); Will and Jack attend a gay television focus group meeting. 2026-09-09 Grace accuses Will of being too nice to strangers; Jack has trouble at his new company when his co-workers mock him about his Cher doll. 2026-09-09 Despite the fact that Will has never had a happy birthday, his new relationship with Vince (Bobby Cannavale) gives him hope that this one will be. 2026-09-09 Will convinces Jack to aid a local gay-bookstore owner to save his store from closing. 2026-09-09 Will and Grace decide to invite Vince and Nadine (Kristin Davis) over, but they quickly learn that, despite similarities in friendship, they are polar opposites. 2026-09-09 After a great date with someone else, Grace comes home to a garbled message from Leo; Karen and Jack try to set each other up, but things go awry. 2026-09-09 Will, Grace, Jack and Karen go on a road trip for Grace's getaway weekend, but Jack and Karen hate the car ride and bail on the plan. 2026-09-09 Vince's mother cannot make her traditional holiday feast, so Will volunteers to make a special meal, but Vince's mother refuses to give him any credit; Jack gives Vince's sister (Jamie-Lynn DiScala) pointers on keeping secrets. 2026-09-09 Vince's mother is unable to make her traditional holiday feast, so Will volunteers to make a special meal, but Vince's mother refuses to give Will any of the credit; Jack gives Vince's sister (Jamie-Lynn DiScala) pointers on keeping secrets. 2026-09-09 Grace accidentally breaks a treasured figurine at Will's mother's (Blythe Danner) holiday party and blames it on another guest. 2026-09-09 An old classmate (Jeff Goldblum) tries to get revenge on Karen by becoming the president of Walker Inc.; Will and Grace run into Vince and a co-worker while playing hooky from work. 2026-09-09