Season 3

SeasonEpisodeAirdateEpisode TitleStory Line
03.014610/12/2000New Will CityWill returns from the Caribbean to discover Grace has a new best friend: Jack. to Rosario being arrested for smuggling.
03.024710/19/2000Fear and ClothingWill's apartment becomes a haven for Grace after a break-in attempt; Meanwhile, Jack and Karen aren't speaking.
03.034810/19/2000Husbands and Trophy WivesWill and Jack are stunned when their favorite party-boy couple become dads; Karen fears losing her cushy position as Stan's trophy wife.
03.044910/26/2000Girl TroubleGrace is appalled when her new intern suddenly emulates Karen and takes on her brass persona. Meanwhile, Will and Jack muck up a gay-sensitivity seminar for local cops.
03.055011/02/2000Grace 0, Jack 2000Grace finds it hard to call it quits with Ben. Meanwhile, Jack livens up his failing cabaret act at Will's expense.
03.065111/09/2000Love Plus OneA "Cyrano de Bergerac"-style plot has Jack borrowing Will's words to impress a crush, while an ex asks an amazed Grace to join him in a threesome with his new lover.
03.075211/16/2000Gypsies, Tramps and WeedWill is terrified by a fortune teller's predictions. Meanwhile, pop icon Cher encounters her biggest fan, Jack.
03.085311/23/2000Lows in the Mid-EightiesA crucial confession highlights Thanksgiving 1985, when college student Grace takes boyfriend Will home to meet her family. Meanwhile, a rare glimpse into Karen's past includes a string of lovers and Martina Navratilova.
03.095412/14/2000Three's a Crowd, Six Is a Freak ShowWill and Jack do battle over the same lover, while Grace has trouble accepting her new beau when she learns he has six toes on one of his feet.
03.105501/04/2001Coffee & CommitmentAt Joe and Larry's commitment ceremony, Will chides Grace for mooching, while Jack and Karen have to give up their vices.
03.115601/11/2001Swimming Pools... Movie StarsWill and Grace befriend Sandra Bernhard by posing as prospective buyers for her condo. Karen attends her stepsons swim meet.
03.125702/01/2001Crazy in LoveWill enlists Grace to help him improve his batting skills in hopes of impressing new friend Matt. Grace decorates Jack's apartment.
03.135802/08/2001Brothers, a Love StoryWill's romance becomes strained because Matt is still in the closet. Karen reads Stan's will.
03.145902/15/2001My Uncle the CarGrace regrets selling her late uncle's old car to a nun and attempts to get it back. Karen catches Rosario moonlighting at Beverley Leslie's.
03.156002/22/2001CheatersGrace catches Will's father with a glamorous stranger. Karen thinks Stan is cheating on her.
03.166103/15/2001Mad Dogs and Average MenVariations on the dating game find Will cold to a fawning beau and Grace hot for Karen's handsome nephew.
03.176203/29/2001Poker? I Don't Even Like HerGrace ruins Will's weekly poker game; Jack and Karen target a plastic surgery guinea pig.
03.186304/19/2001An Old-Fashioned Piano PartyGrace buys a new piano to solidify her relationship with Will. Jack's juicy novel-in-progress turns Karen on.
03.196404/26/2001The Young and the TactlessGrace attempts to get rid of her slovenly new neighbor. Karen dumps her mother-in-law on Will and Jack.
03.206505/03/2001Alice Doesn't Lisp Here AnymoreFalse assumptions vex Grace, who's attending the funeral of classmate she once tormented; and Jack, who's getting all dolled up for a gay cabaret awards event.
03.216605/10/2001Last of the Really Odd LoversAnxieties plague the romance between Grace and the annoying Nathan, and between Will and a much younger guy.
03.226705/17/2001Sons and LoversGrace tries to keep the peace between her slovenly boyfriend and a resentful Will; Jack plans to meet his father for the first time.