Will & Grace

10 Best Episodes of Will & Grace - Season 2

Will Truman and Grace Adler are best friends living in New York, and when Grace's engagement falls apart, she moves in with Will. Together, along with their friends, they go through the trials of dating, sex, relationships and their careers, butting heads at times but ultimately supporting one another while exchanging plenty of witty banter along the way.

Written by Sophie and last updated on feb 02, 2023.

PS: The following content contains spoilers!

PPS: I will admit that parts of this page was written with the help of AI - it makes my work so much easier to not start from a blank page!

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Will & Grace - S2E9

#15 - I Never Promised You An Olive Garden (Season 2 - Episode 9)

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 and Ellen see red when they catch their best friends lying to avoid plans to dine at their favorite eatery: a coupon-crazy Italian chain in Secaucus. Meanwhile, Jack's inner child gets a little pick-me-up when he joins Karen at a PTA meeting at her kid's school.

The episode was rated 7.64 from 239 votes.

Will & Grace - S2E4

#14 - Whose Mom is It Anyway? (Season 2 - Episode 4)

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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.

The episode was rated 7.66 from 261 votes.

Will & Grace - S2E5

#13 - Polk Defeats Truman (Season 2 - Episode 5)

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 a budget.

The episode was rated 7.67 from 256 votes.

Will & Grace - S2E16

#12 - Hey La, Hey La, My Ex-Boyfriend's Back (Season 2 - Episode 16)

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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 greater responsibilities.

The episode was rated 7.67 from 215 votes.

Will & Grace - S2E17

#11 - The Hospital Show (Season 2 - Episode 17)

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 on who Karen will turn to for her inevitable emotional breakdown. After all, who will pay the bills if Stan dies?

The episode was rated 7.67 from 222 votes.

Will & Grace - S2E8

#10 - Terms of Employment (Season 2 - Episode 8)

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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 training film set into an adult entertainment experience.

The episode was rated 7.67 from 235 votes.

Will & Grace - S2E1

#9 - Guess Who's Not Coming to Dinner (Season 2 - Episode 1)

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 INS at bay, Jack is forced to move in with Rosario.

The episode was rated 7.71 from 309 votes.

Will & Grace - S2E23

#8 - Ben? Her? (1) (Season 2 - Episode 23)

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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 someone else. Meanwhile Jack catches Rosario in a clinch with a lover and learns that she wants a divorce.

The episode was rated 7.71 from 191 votes.

Will & Grace - S2E2

#7 - Election (Season 2 - Episode 2)

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 bird, Guapo, fly out the window.

The episode was rated 7.71 from 271 votes.

Will & Grace - S2E13

#6 - Oh Dad, Poor Dad, He's Kept Me in the Closet and I'm So Sad (Season 2 - Episode 13)

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Will's ideal relationship with his loving father sours when his dad prepares to accept an award at his company's dinner banquet but tries to dissuade his son from attending because he's told everyone that Will is married to Grace. Meanwhile, Karen's private detective finds Jack's biological father.

The episode was rated 7.73 from 222 votes.

Will & Grace - S2E3

#5 - Das Boob (Season 2 - Episode 3)

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 keep abreast of her before. Jack is destroyed to learn that Will had a fling with Walter, Jack's ex-boyfriend.

The episode was rated 7.78 from 277 votes.

Will & Grace - S2E10

#4 - Tea and a Total Lack of Sympathy (Season 2 - Episode 10)

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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 Jack just wants to undress the show's attractive appraiser, Porcelain Paul. But then it's all business when they realize that their junky, thrift-store teapot is actually valued at $30,000. Meanwhile, Will's new boss makes the reluctant lawyer kiss up to Karen in hopes of landing her hubby as a client.

The episode was rated 7.80 from 235 votes.

Will & Grace - S2E24

#3 - Ben? Her? (2) (Season 2 - Episode 24)

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 a tropical island without a care in the world. Until Ben shows up.

The episode was rated 7.82 from 112 votes.

Will & Grace - S2E7

#2 - Homo For the Holidays (Season 2 - Episode 7)

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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: his father isn't who he thinks it is.

The episode was rated 7.88 from 249 votes.

Will & Grace - S2E6

#1 - To Serve and Disinfect (Season 2 - Episode 6)

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 once made a porn video.

The episode was rated 7.94 from 240 votes.

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