Jack reconnects with his teenage son, Karen faces upheaval in her extravagant lifestyle, and Will and Grace navigate their evolving friendship amid career and dating mishaps. Guest stars like Cher, Sandra Bernhard, and Woody Harrelson bring standout moments in this sharp and heartfelt season.
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Episode 1
The Third Wheel Gets the Grace
Will returns from vacation to discover that Grace's romantic relationship with neighbor Nathan is humming along. Nathan feels neglected when Will and Grace resume their chummy friendship, complete with their…
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Episode 2
Past and Presents
The new lawyer in Will's firm is the same lout who bullied him as a child; Nathan's birthday flusters Grace, who's outdone in the gift department by Karen.
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Episode 3
Crouching Father, Hidden Husband
Jack is puffed up with paternal pride as he escorts his long-lost teenaged son Elliot to a junior high school dance but not before he coerces Grace into posing as…
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Episode 4
Prison Blues
After Stan is arrested for tax evasion, Grace and Karen timidly visit him in prison. Grace is so moved to help her worried friend that she moves right into Karen's…
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Episode 5
Loose Lips Sink Relationships
In a sneaky ploy to bum a night off from work at Barney's department store, a conniving Jack plays matchmaker and takes advantage of his geeky female supervisor's interest in…
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Episode 6
Rules of Engagement
During an intimate moment, Nathan pops the question of marriage to Grace but she recoils simply because the situation didn't fit her childhood fantasy of a proposal. When she realizes…
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Episode 7
Bed, Bath & Beyond
While a baleful Grace wallows in bed as she grieves over losing her boyfriend Nathan, an enterprising Will tries all his old tricks to spring her from her mattress and…
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Episode 8
Star-Spangled Banter
Will and Grace elect to disagree when it comes to choosing sides during a mayoral election; she supports the female Jewish candidate and he's voting for the gay nominee. To…
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Episode 9
Moveable Feast (1)
Rather than be apart on Thanksgiving Day, Will and Grace join Jack and Karen for a festive holiday motor tour of their respective dysfunctional families, including Grace's domineering mother as…
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Episode 10
Moveable Feast (2)
This episode is also known as "Thanksgiving." Will and Grace join Jack and Karen in a motor tour of their respective families. (Double-length Episode)
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Episode 11
Stakin’ Care of Business
At the gym, Will spies another guy who looks maddeningly familiar, while Jack gets a workout as he keeps repeating one of his nonsensical catchphrases in hopes of seeing it…
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Episode 12
Jingle Balls
Grace is hired as seasonal help to decorate the Christmas display windows of fashionable Barney's; Will meets a ballet dancer but is too embarrassed to introduce his friends.
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Episode 13
Whoa, Nelly
Will & Grace try to lure Tina, Will's dad's mistress, away from Will's father by setting her up with another man. Unfortunately the only man available is Will's gay friend,…
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Episode 14
Grace in the Hole
While visiting Karen's incarcerated husband, Grace re-discovers a handsome high school friend who's also doing time in prison, and despite Will's advice, she's soon dressing up and visiting the inmate…
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Episode 15
Dyeing Is Easy, Comedy Is Hard
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…
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Episode 16
A Chorus Lie
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…
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Episode 17
Someone Old, Someplace New (1)
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…
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Episode 18
Something Borrowed, Someone’s Due (2)
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…
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Episode 19
Cheatin’ Trouble Blues
Will presents his newly reconciled parents with a cruise for their anniversary, but their individual secrets ruin his hopes.
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Episode 20
Went to a Garden Potty
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…
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Episode 21
He Shoots, They Snore
Teaching a design seminar challenges Grace; chaperoning Jack's son occupies Will at the youth's basketball tourney.
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Episode 22
Wedding Balls
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…
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Episode 23
Fagel Attraction
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…
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Episode 24
Hocus Focus
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…
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Episode 25
A Buncha White Chicks Sittin’ Around Talkin’
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…
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Episode 26
A.I.: Artificial Insemination (1)
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…
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Episode 27
A.I.: Artificial Insemination (2)
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…