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Season guide

Will & Grace: Season 2

24 episodes Premiered Sep 21, 1999
Previously on Will & Grace

Season 2 Lore Primer

Key plot threads, lore context, and character stakes you need to remember before diving into this season.

  • ⚡ Directly follows the overarching narrative developments of Will & Grace Season 1.
  • ⚡ Faction dynamics and core character alliances shift under escalating external stakes.
  • ⚡ Crucial mysteries introduced previously reach key turning points and narrative reckonings.
  • ⚡ Sets up serialized story arcs that build directly toward the climactic season finale.
Season 2 Episodes

Episode Guide

🛡️ SPOILER SHIELD

Season 2 Progress Shield

Future titles & synopses blurred. Tap "Reveal" on any card to peek.
Binge Efficiency Engine

Season 2: Filler vs. Essential Canon

Filter episodes by narrative weight. Focus on essential mytharc and skip standalone side quests.

17%
83%
Mytharc (4): Crucial lore & season climaxes
Core (20): Character development & subplots
Side Quest (0): Standalone / filler
S2·E1 Mytharc

Guess Who's Not Coming to Dinner

Sep 21, 1999

Despite her moving out (to across the hall), Will still feels that Grace clings to him, so she asserts her independence by having a dinner party without him. Meanwhile, to keep the

S2·E2 Core

Election

Sep 28, 1999

When Grace feels that Will is abusing his power as president of the tenant's association, she runs against him. Karen tries to buy back Jack's forgiveness when she lets his beloved

S2·E3 Core

Das Boob

Nov 2, 1999

A deceiving, but flattering, newspaper photo makes Grace look more "endowed" than she really is and gains her the attention of a former high school heartthrob who was never one to

S2·E4 Core

Whose Mom Is It Anyway?

Nov 9, 1999

Grace is jealous when her mother stops match making for her, and instead sets Will up. Jack must convince an INS agent (who he dated once) that he and Rosario are happily married.

S2·E5 Core

Polk Defeats Truman

Nov 16, 1999

When his work for Harlin takes up all his time, Will drops all his other legal clients; a decision that later comes up to bite. Meanwhile Grace tries to teach Karen how to live on

S2·E6 Core

To Serve and Disinfect

Nov 23, 1999

An unemployed Will agrees to serve as one of Jack's cater-waiters, until he learns that he'll be catering for American Bar Association. Grace discovers Karen's darkest secret: she

S2·E7 Core

Homo for the Holidays

Nov 25, 1999

Will and Grace are shocked to learn that Jack never told his mother he was gay and encourage him to open up to her at Thanksgiving. The evening brings a revelation for Jack as well

S2·E8 Core

Terms of Employment

Nov 30, 1999

Grace looks to Will for representation when a hotshot lawyer doesn't pay her for a consulting assignment, but he ends up making Will a job offer. Meanwhile, Jack and Karen turn a t

S2·E9 Core

I Never Promised You an Olive Garden

Dec 14, 1999

Tired of Rob and Ellen's low-rent taste in dining, Will and Grace start hanging with a pair of hip downtowners they meet at a sushi joint. But as the new pals paint the town, Rob a

S2·E10 Core

Tea and a Total Lack of Sympathy

Jan 11, 2000

When they appear on their favorite TV show, Antiques on the Road, Grace can't wait to dress down the guests who are ever hopeful that their tchotchkes are worth a fortune, while Ja

S2·E11 Core

Seeds of Discontent

Jan 25, 2000

Grace is excited to meet Will's best friend from high school until she learns that the woman has made a request: to be implanted with Will's sperm. Now Grace has to confront Will a

S2·E12 Core

He's Come Undone

Feb 8, 2000

Erotic dreams about Grace send Will to a therapist, who seems more interested in Grace. Meanwhile Jack and Karen clash over her treatment of Rosario.

S2·E14 Core

Acting Out

Feb 22, 2000

Will and Jack appear on Today to protest NBC for cutting a gay kiss out of an eagerly-waited sitcom episode. Will is frustrated with Jack on how much he wanted to see that kiss and

S2·E15 Core

Advise and Resent

Feb 29, 2000

When Will is set up on a blind date by his boss, he has internal debates on whether or not to go. Of course, Jack gives Will advice on how to be a good blind date. Meanwhile, Grace

S2·E16 Core

Hey La, Hey La, My Ex-Boyfriend's Back

Mar 14, 2000

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 greate

S2·E17 Mytharc

The Hospital Show

Mar 28, 2000

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

S2·E18 Core

Sweet & Sour Charity

Apr 4, 2000

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 char

S2·E19 Core

An Affair to Forget

Apr 18, 2000

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

S2·E20 Core

Girls, Interrupted

May 2, 2000

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 leade

S2·E21 Core

There But for the Grace of Grace

May 9, 2000

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

S2·E22 Core

My Best Friend's Tush

May 16, 2000

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

S2·E23 Mytharc

Ben? Her? (1)

May 23, 2000

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 someon

S2·E24 Mytharc

Ben? Her? (2)

May 23, 2000

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