Seasons & episodes
S4 · E15Dyeing Is Easy, Comedy Is Hard 2002-01-31 · 22 min
Rosie O'Donnell plays Bonnie, a no-nonsense single mom who clashes with Jack over the raising of their son, Elliot, fathered from Jack's sperm-bank donation. Bonnie's enraged because Jack had 12-year-old Elliot's hair bleached blond, so she lays down the law. ""From now on,"" she tells him, ""stay out of my kid's life. I don't want you to see him again."" A parallel storyline unfolds at a wedding gala, where Will poses as a tennis pro (because nobody likes lawyers); and Grace caustically toasts the bridegroom, her ex-fiancé. ""I've always thought about having a child,"" she says. ""But not as a husband.""
S4 · E16A Chorus Lie 2002-02-07 · 22 min
Matt Damon makes a guest appearance as a clever charmer named Owen, who's competing against Jack for a spot in New York's Gay Men's Chorus. Truth be told, however, Owen is totally straight and is really after the group's big perk: a summer trip to Europe, all-expenses paid. Jack suspects Owen's ruse but needs proof. How about the hug test? Now a flustered Jack reluctantly turns to Grace to ""in"" Owen. Meanwhile, a scheming Karen tries to pass off an unwitting Will as her lover and not her lawyer when she discovers that she's the object of pity for being single at her own Valentine's Day party
S4 · E17Someone Old, Someplace New (1) 2002-02-28 · 22 min
Will and Grace feel they need more elbow room, so they search for larger digs and find an exquisite placeâ€"despite the efforts of Sandra Bernhardâ€"but to finance the move, they illegally sub-let their old apartment. Meanwhile, a well-intentioned Jack begins filming a documentary of Karen's colorful life to celebrate her birthday but accidentally stumbles upon her estranged, lowlife mom.
S4 · E18Something Borrowed, Someone's Due (2) 2002-03-07 · 22 min
After Will and Grace move into their expansive new dream apartment, they discover the awful pangs of separation anxiety as they pine for their smaller old digs now happily occupied by their friends who sub-let the place. Elsewhere, Jack tries to reconcile Karen with her estranged grifter of a mom, who wants to recruit her daughter for her next caper.
S4 · E19Cheatin' Trouble Blues 2002-03-28 · 22 min
Will presents his newly reconciled parents with a cruise for their anniversary, but their individual secrets ruin his hopes.
S4 · E20Went to a Garden Potty 2002-04-04 · 22 min
In the aftermath of his parents' divorce, Will salvages a beloved garden gnome â€" nicknamed ""Squatsie"" â€" and proudly plants the childhood relic in his apartment's community area until Grace accidentally delivers a coup de grace on the gnome's dome with a shovel. Elsewhere, Jack consults his acting coach when he fears that his heterosexual role in a mattress commercial produced by Karen will stereotype him for more meaningful gay acting gigs in the future.
S4 · E21He Shoots, They Snore 2002-04-11 · 22 min
Teaching a design seminar challenges Grace; chaperoning Jack's son occupies Will at the youth's basketball tourney.
S4 · E22Wedding Balls 2002-04-18 · 22 min
Will expects two friends to arrive in New York to plan a wedding, but when the bride-to-be falls ill, he asks a willing Grace to work with the clueless groom to work out the details â€" but she gets a little too involved in the dreamy details and fancies herself a bride instead. Meanwhile, Will and Karen get chummy over a steamy potboiler book that they're both reading which leaves a jealous Jack fuming as the odd man out in the book-of-the-month club.
S4 · E23Fagel Attraction 2002-04-25 · 22 min
After his laptop computer is stolen, Will meets a sociable police detective who takes a special interest in his case as they go undercover â€" but Will doesn't know that the gumshoe is secretly participating in Jack's therapy group for gays. Elsewhere, Grace is again hassled by her psycho neighbor Val who ""opens"" a rival design business and prospers by stealing Grace's ideas.
S4 · E24Hocus Focus 2002-05-02 · 22 min
After Will wins a portrait session at a charity auction, he takes Grace to pose for a notoriously eccentric celebrity photographer but the unfocused shooter's bizarre methods ultimately produce a funky image that flatters Grace â€" and frightens Will. Meanwhile, Jack's back with another performance act, and this time he employs magic tricks but regrets using Karen as his assistant.
S4 · E25A Buncha White Chicks Sittin' Around Talkin' 2002-05-09 · 22 min
When Will hears his ""biological clock"" ticking, he shocks Grace by asking her to become the mother of his baby but when they meet with a therapist, Grace reveals that she's uneasy about the necessary sacrifices â€" and makes a startling revelation. Inspired by Will's ""seize-the-day"" quest, Jack and Karen are also moved to pursue their goals: for him, it's auditioning for a legitimate Broadway production; for her, it's visiting her imprisoned husband for a dreaded conjugal visit.
S4 · E26A.I.: Artificial Insemination (1) 2002-05-16 · 22 min
After Will and Grace decide to have a baby together, obstacles pile up before them, including a missing specimen sample and bungled insemination efforts that have them teetering between artificial and natural means â€" all leading to mis-conceptions. Meanwhile, when Jack considers giving up his show-business aspirations, until he gets some career advice from a ""divine"" entity â€" his idol, Cher. Likewise, married Karen is sorely tempted by the romantic tickling of a rich and natty gentleman.
S4 · E27A.I.: Artificial Insemination (2) 2002-05-16 · 22 min
After Will and Grace decide to have a baby together, obstacles pile up before them, including a missing specimen sample and bungled insemination efforts that have them teetering between artificial and natural meansâ€"all leading to mis-conceptions. Meanwhile, Jack considers giving up his show-business aspirations, until he gets some career advice from a ""divine"" entity: his idol Cher. Likewise, married Karen is sorely tempted by the romantic tickling of a rich and natty gentleman.
S5 · E1...And the Horse He Rode in On 2002-09-26 · 22 min
A dazed Grace is rescued by a handsome Jewish doctor who pulls her up on his horse and delivers her just in time for her insemination with an impatient Will. But their new relationship as expectant parents puts a strain on Will and Grace's relationship when they agree not to date until their baby is born. Meanwhile, a restless Karen can't make up her mind about cheating on her imprisoned husband with the genteel but ardent suitor Lionel.
S5 · E2Bacon and Eggs 2002-10-03 · 22 min
After stalking actor Kevin Bacon, Jack lands his dream job when the unsuspecting celebrity hires him as his personal assistant and immediately assigns him to find out who's been harassing him. Elsewhere, while Will and Grace wait for the right color to appear on their home pregnancy test, Grace is visited by a handsome doctor who makes her a tempting offer. In addition, Karen looks for a way out of her on-again, off-again relationship with the courtly and irresistible suitor Lionel.
S5 · E3The Kid Stays Out of the Picture 2002-10-10 · 22 min
Grace is so entranced by her budding romantic relationship with a handsome doctor that she asks an impatient Will for an extra month to re-consider her commitment to conceiving their child through artificial insemination resulting in verbal sparring match.
S5 · E4Humongous Growth 2002-10-17 · 22 min
While Will and Grace are feuding, Karen and Jack hatch a wobbly plan to patch up their differences about co-parenting a baby by tricking each one into attending the same child's birthday party. After arguing over who brought the better gift, the feathers continue to fly as the best friends fuss over their conflicting agendas.
S5 · E5It's the Gay Pumpkin, Charlie Brown 2002-10-31 · 22 min
A bicycling adventure tests Will and Grace up in the Catskills with Leo and his pal in a quest for Halloween pumpkins.
S5 · E6Boardroom & a Parked Place 2002-11-07 · 22 min
Gene Wilder plays Mr. Stein, the long-absent senior partner of Will's firm, who shows up unexpectedly to reassume command. He just might succeed if he weren't such a frantic, neurotic mess. What he needs is a smart, attentive lieutenant who can make decisions and do some of the dirty work (like firing people). Enter Will. Meanwhile, Grace and Jack are shocked to discover that their highfalutin' pal Karen is now poorer than a church mouse and living in her limo.
S5 · E7The Needle & Omelet's Done 2002-11-14 · 22 min
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.
S5 · E8Marry Me a Little (1) 2002-11-21 · 22 min
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.
S5 · E9Marry Me a Little More (2) 2002-11-21 · 22 min
Grace's wedding to Leo leaves Will feeling upset over losing his best friend.
S5 · E10The Honeymoon's Over 2002-12-05 · 22 min
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.
S5 · E11All About Christmas Eve 2002-12-12 · 22 min
On Christmas Eve, Grace is torn when she has only two tickets to ""The Nutcracker"" and can't take both her best friend Will and new husband Leo, but her back-and-forth indecision leaves Will spinning like a Hanukkah dreidel between a dithering Grace and his previous holiday plans with Jack and Karen.