Season Five finds Will and Grace considering having a baby, the possibility of true love for Grace, Karen’s (Megan Mulally) world changing, Jack’s (Sean Hayes) apartmentside cafe and of course plenty more snappy one liners and even a few dance moves.
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Episode 1
…And the Horse He Rode in On
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.…
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Episode 2
Bacon and Eggs
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…
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Episode 3
The Kid Stays Out of the Picture
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…
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Episode 4
Humongous Growth
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…
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Episode 5
It’s the Gay Pumpkin, Charlie Brown
A bicycling adventure tests Will and Grace up in the Catskills with Leo and his pal in a quest for Halloween pumpkins.
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Episode 6
Boardroom & a Parked Place
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…
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Episode 7
The Needle & Omelet’s Done
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…
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Episode 8
Marry Me a Little (1)
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…
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Episode 9
Marry Me a Little More (2)
Grace's wedding to Leo leaves Will feeling upset over losing his best friend.
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Episode 10
The Honeymoon’s Over
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…
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Episode 11
All About Christmas Eve
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…
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Episode 12
Field of Queens
Alternately flirty and shy, and acting "incredibly" like a schoolgirl, Karen falls for a suave and sexy restaurateur. The two of them seemed to hit it off on their first…
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Episode 13
Fagmalion Part One: Gay It Forward
New relationships discomfit Will and Grace. For starters, Karen fixes up Will with her cousin Barry, who, according to his matchmaker, is ""handsome [and] hot."" So imagine Will's surpise when…
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Episode 14
Fagmalion Part Two: Attack of the Clones
Will and Jack continue their campaign to adapt Karen's awkward cousin Barry to his new lifestyle but their flamboyant efforts to help him only remind Will of his own clumsy…
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Episode 15
Homojo
Jack suffers Karen's wrath when he is seduced into friendship with her manipulative British romantic rival, who has set up house with Karen's ex-husband. Meanwhile, Will and Grace try to…
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Episode 16
Women & Children First
Demi Moore plays Sissy Palmer-Ginsburg, Jack's babysitter who now becomes his roomate. On the other hand, Will hates her.Grace faces an identity crisis as a wife.
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Episode 17
Fagmalion Part Three: Bye, Bye, Beardy
Will finds a guy that he's interested in.
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Episode 18
Fagmalion Part Four: The Guy Who Loved Me
While Jack and Barry have their first date, Will interrupts to confess that he has feelings for Barry. Then Jack and Will give Barry an ultimatum: he must choose which…
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Episode 19
Sex, Losers, & Videotape
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…
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Episode 20
Leo Unwrapped
Will attempts to sneak Leo back from Africa to surprise Grace for her birthday. But things don't quite go as planed. All starting with when Grace runs into Leo who…
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Episode 21
Dolls and Dolls
Karen looks for a place to live, and succeeds in finding an apartment with a gal named Liz. Liz turns to be just as self-important and skanky as Karen, so…
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Episode 22
May Divorce Be with You
The divorce proceedings begin, and Karen is shocked to learn that Will is Stan's lawyer, not hers. On a whim, she hires Soupie, a wet-behind-the-ears lawyer with a child's mentality.…
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Episode 23
23
In the middle of her divorce proceedings, Karen learns that ex-husband Stan has suddenly passed away, and the funeral becomes a contest of wills between Karen and her British rival,…
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Episode 24
24
Karen, Will, Jack, and Grace go on a trip in Karen's yacht to sprinkle Stan's ashes into the Caribbean while Leo is flying to Guatamala with an atractive co-worker. While…