Will & Grace - Season 3 (2000)

Grace's delight in having a bright intern whom she can mentor turns into horror when the young woman re-makes herself into the spitting image of sassy, brassy Karen -- and that's at least one too many Karens to handle. Meanwhile, Will and Jack volunteer to act out scenes for a gay sensitivity seminar for the local police but the peaceful intent is lost when they tussle with two lesbian cast members who strongly object to their non-inclusive, sexist language.

Grace has made up her mind to break up with Ben because she's convinced their relationship is going nowhere -- but his charm and refusal to call it quits tempt her to reconsider. Meanwhile, Jack's latest and most outrageous cabaret gig is an absolute bomb until he frantically works an unwilling Will into the act by mercilessly ridiculing his attending friend's most-private confessions.

Grace rejects an ex-boyfriend's suggestion that she participate with him and his girlfriend in a romantic escapade but when she confides in Will and Karen -- who fall down laughing at the prospect -- the conservative Grace considers throwing caution to the wind. Meanwhile, Will tries to help a newly employed Jack meet a customer at a clothing store by prompting him with witty lines like a latter-day Cyrano de Bergerac.

Will reluctantly decides to use a birthday gift certificate from Grace to consult a psychic about his future and encounters an absent-minded fortune teller whose frighteningly personal predictions leave him reeling.

In a flashback to Thanksgiving 1985, coed Grace invites her college boyfriend Will home to meet her family, but their romantic relationship swerves dramatically when a conflicted Will phones a teenage Jack for some crucial advice. We also learn why the famous tennis player Martina Navratilova became a lesbian.

The flashback to Thanksgiving 1985 continues, and when Will finally tells Grace the truth, she orders him out of the house -- and her life. Meanwhile, Karen meets someone who will become a permanent fixture in her life.

When they are asked to read at the civil union of two friends, Will and Grace verbally spar over her self-serving, get-and-take attitude where Will is responsible for everything.

When they are asked to read at the civil union of two friends, Will and Grace verbally spar over her self-serving, get-and-take attitude where Will is responsible for everything -- but what's really bugging him is the overwhelming feeling that Grace is behaving more like a wife than an old friend. Meanwhile, Karen tries to help a caffeine-addicted Jack get over a failed crush but he's so jacked-up on Java that only a tough-love approach will work.

Will and Grace get carried away in an escrow undertow when they pose as a wealthy couple shopping for homes of the rich-and-famous and visit Sandra Bernhard's posh townhouse where they become fast friends and make an fake offer -- but their ploy fizzles when she accepts their offer. Elsewhere, Karen is forced to attend her young stepson's swim meet and is uncharacteristically chastised by another mother for arriving late while Jack begins attending Co-dependents Anonymous meetings.

A sports-challenged Will tries to impress his new friend Matt - a sportscaster - with hisathletic skills by checking into a batting cage but it takes Grace to show him how to improve his swing.

Will gets upset when his new boyfriend refuses to recognize him as his boyfriend when they're in public and introduces him as his brother. Grace tells him he should dump him but Will finds it difficult to do that. And Karen discovers that Stan is giving a portion of his estate to charity in his will.

Jack receives a letter that indicates he is black. Grace inherits an old a car from a deceased uncle. She sells the the car that she believes to be a lemon to a nun. Meanwhile, Karen discovers that Rosario is moonlighting for Beverly Leslie. Grace realizes that she should have kept the car and tries to buy it back.

Grace is apoplectic when she catches Will's philandering father on the arm of a glamorous stranger.

Will must face the truth about his father's affair.

Grace is smitten when she meets Sumner, the charming and handsome nephew of Karen, but Grace's attempts to arrange a date are constantly thwarted when Karen conjures up a litany of lies to dissuade her.

Will feels the heat from his poker-playing pals when their weekly get-together is compromised by an obnoxious Grace whose ineffective gamesmanship leaves her in debt to everyone.

Graces fears Will is pulling away, so she buys a piano for them to bond over. Meanwhile Jack is depressed over a recent breakup and channels his energy into writing roman novels, which Karen quickly becomes addicted to.

Grace's (Debra Messing) new neighbor, guest star Woody Harrelson, is a slovenly lout whose disheveled lifestyle and grungy habits put him at odds with her well-ordered world.

Will and Grace attend a funeral so that Grace can apologize for belittling a former classmate years ago. Also Jack gets ready for a gay cabaret award event with the help of Karen.

Grace (Debra Messing) hates herself for her fatal attraction to a boorish neighbor (Oscar-nominated guest star Woody Harrelson), and wants to keep her newborn romance with him a secret.

Grace struggles trying to get Nathan and Will to get along, while Jack prepares to meet his birth father.

Will and Grace's relationship threatens the one she has with Nathan. Still heartbroken over the news about his real father, Jack also learns that he himself is a daddy, and not in the way he'd like.