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27 Episodes 2001 - 2002
Episode 1
Thu, Sep 27, 200122 mins
Nathan (Woody Harrelson) feels like the third wheel when Will returns from his vacation and resumes his friendship with Grace. Jack takes Elliot shopping for school clothes.
Episode 2
Thu, Oct 4, 200130 mins
Will's former bully from school is hired as a new attorney at his firm. Grace is upset that Karen's birthday gift to Nathan is better than hers.

Episode 3
Thu, Oct 11, 200121 mins
Karen cries wolf to Will too many times for his own liking, whilst Grace lends a helping hand to a dateless Elliot for his prom.
Episode 4
Thu, Oct 18, 200122 mins
Jack introduces Will to acting coach Zandra for help with a fear, and Grace stays at Karen's while Stan's in prison.
Episode 5
Thu, Oct 25, 200130 mins
Jack tries to appease his new boss by setting her up with Will, and jealousy and fear complicate Grace and Nathan's relationship.

Episode 6
Thu, Nov 1, 200130 mins
Nathan proposes to Grace but not in the way she was hoping to be. So he tries to do it again but things don't come out as she hoped.
Episode 7
Thu, Nov 8, 200121 mins
Will, Jack and Karen try to console a devastated Grace after her break up from Nathan
Episode 8
Thu, Nov 15, 200121 mins
It's election time and Will and Grace are supporting different mayoral candidates cause one is gay and the other is Jewish.

Episode 9
Thu, Nov 22, 200140 mins
When Will, Grace, Jack, and Karen want to spend Thanksgiving together. But they each have to visit someone or go to another Thanksgiving dinner. So Will comes up with the plan to visit each place for one hour at a time. But each visit leaves them reeling and leaves them unable to enjoy their own celebration.

Episode 10
Thu, Nov 22, 200120 mins
When Will, Grace, Jack, and Karen want to spend Thanksgiving together. But they each have to visit someone or go to another Thanksgiving dinner. So Will comes up with the plan to visit each place for one hour at a time. But each visit leaves them reeling and leaves them unable to enjoy their own celebration.

Episode 11
Thu, Dec 6, 200121 mins
Will bumps into a guy at the gym that he once spent the night with, but didn't call because of a habit he has that Will didn't like. Will then hooks up with another guy he meets at the gym. But the guy then avoids Will because of something he did. Grace upon learning the space next to hers is vacant decides to get so she can expand her business. Karen offers to give her the money but first wants to see her proposal. Grace decides to go to a bank but when they turn her down, she gives Karen her proposal but Karen turns her down. When Karen gets stuck in the elevator, Grace refuses to let Karen out unless Karen can convince Grace that she deserves it.

Episode 12
Thu, Dec 13, 200121 mins
Grace has found out about Robert. Will doesn't want to introduce Robert to Grace, but Grace invites Robert to dinner and he accepts. Jack names Karen as his assistant on a designer job.

Episode 13
Thu, Jan 10, 200221 mins
Karen buys a horse in order to make money off of its use as a stud. Will & Grace see Will's dad's mistress Tina at a record store. George has opted to spend time with his wife instead of Tina, which had left Tina quite upset. Grace says she knows a right man for Tina. The only problem: even Grace does not know his identity yet.
Episode 14
Thu, Jan 17, 200221 mins
Grace, while visiting Karen's husband in jail, is reunited with a high school friend. Ignoring Will's advice, she's visiting the inmate and dreaming of a life together outside the Big House. Rosario fusses at Karen for not being supportive of her incarcerated husband and bets Karen that she and Jack cannot stay together in the same room for three days without leaving or hurting each other.

Episode 15
Thu, Jan 31, 200221 mins
Grace decides to accept the invitation to her ex-boyfriend's wedding and takes Will as her "plus one". What is Will going to say when people ask him to tell about himself? Jack has an argument with Bonnie about parenting their son.
Episode 16
Thu, Feb 7, 200225 mins
Will is asked by Karen to accompany her to an event that she normally attends with Stan which ends with them dancing in the spotlight. When her friends see her with Will, they assume he's her gigolo and she offers his services, And when women approach Will he assumes they want him as a lawyer. And they run into Beverly Leslie who doesn't believe that Will's a gigolo. Jack is auditioning for a Gay Men's Choir. It comes down to him and a guy named Owen. Jack tries to find a way to eliminate him and he thinks he found something; that he is straight. So he invites him to the apartment to get him to admit he's straight. But he fails, he turns to Grace, who is feeling down because guys haven't been responding to her flirting and when she sees him, she's inspired.

Episode 17
Thu, Feb 28, 200221 mins
Will and Grace hunt for a new apartment, and Jack investigates Karen's past.
Episode 18
Thu, Mar 7, 200221 mins
Will and Grace find out their new apartment is spacious - maybe too spacious. Suddenly they start to miss their old place. Jack tries to get Karen and her mother to resolve their issues.
Episode 19
Thu, Mar 28, 200221 mins
It's the wedding anniversary of Will's parents. Will and Grace have a dinner with them in a restaurant. Will's father seems excited by his wife again and Will suspects that his father does not have a lover anymore. Will gives his father cruise tickets for an anniversary cruise and learns that Tina is still very much his father's lover. Meanwhile, Karen and Jack are climbing the stairs from street level to the 65th floor because Karen has a mental trauma involving an incident in the elevator.

Episode 20
Thu, Apr 4, 200222 mins
Jack plays heterosexual for a TV ad paid for by Karen, and Grace has issues with Will's new garden gnome.

Episode 21
Thu, Apr 11, 200221 mins
It's Grace's first day teaching at a design seminar. She has asked Karen to be her assistant. Jack has a favor to ask from Will. Elliott has a basketball tournament where everyone's dad is attending, but Jack has duties he can't get away from. Will agrees to take his place.

Episode 22
Thu, Apr 18, 200221 mins
Will's friend needs someone to plan his wedding. Grace takes the task upon herself but gets a bit carried away... Will and Karen discover they share a common passion: the book they are reading. Jack feels left out and starts acting jealously.

Episode 23
Thu, Apr 25, 200226 mins
When Will's laptop computer is stolen, a detective takes Will's statement and discovers that he's gay. Later, he calls Will and asks him to participate in an operation to locate a gang of gay laptop thieves. Will agrees, and they go to a gay bar. What Will doesn't know is that the man is still in the closet and does all sorts schemes to get gay men to go out with him. Grace has to deal with Val, who is trying to be a designer, and she does so by getting Grace's ideas and clients.
Episode 24
Thu, May 2, 200221 mins
Jack has news: his new show is about to open and this year his show features magic. He decides to ask Karen to be his assistant - a disaster in the making... Will has just won a photo session with the famous Fannie Lieber in a silent auction. The picture is going to appear in her next coffee table book. And Will asks Grace, who's a huge fan of Fannie's, to come with him to the session. What could possibly go wrong?

Episode 25
Thu, May 9, 200221 mins
Will, Grace, Karen & Jack decide that they will do the one thing they should do before dying: Grace will train and run a marathon, Karen will make a conjugal visit to Stan in the prison, Jack will audition for a Broadway play and... Will wants to have a baby with Grace?
Episode 26
Thu, May 16, 200240 mins
Will and Grace actually consider having sex together in order to get Grace pregnant. Karen meets someone who mistakes her for a high class prostitute. Jack considers quitting show business. Perhaps a divine intervention is needed?
Episode 27
Thu, May 16, 200221 mins
Will and Grace actually consider having sex together in order to get Grace pregnant. Karen meets someone who mistakes her for a high class prostitute. Jack considers quitting show business. Perhaps a divine intervention is needed?
