Grace's accidental run-in with Noah, a curmudgeonly man she follows on Twitter, hints at a possible new love interest. Jack wants to look younger before meeting Estefan's family on Skype but makes a terrible first impression after overdoing the numbing cream before his facial procedure. Meanwhile, Will helps Karen protect the intellectual property rights of her most prized possession.

Will, Grace and Jack are upset when they discover they’ve been too preoccupied with the changes in their own lives: Will teaching law at Columbia, Grace running for president of the New York Interior Designers Society and Jack’s new relationship with Estefan to even notice Karen has not been seen in days – ever since her husband found out about her affair with Malcolm.

Now a certified psychic, Jack channels Rosario to help Karen open her heart to love again; Grace learns love means having to say you're sorry... to Will.

Grace reveals a secret from her past to her father, changing their relationship forever; legendary drag queen Miss Coco Peru emcees a lip-sync monologue throwdown to determine who will be Jack's best man, Will or Karen.

When Will discovers Noah has a child, he promises to keep the secret from Grace; Karen and Jack's relationship is tested when she fires him from the play she's producing and replaces him with Jon Cryer.

Will convinces Grace that her boyfriend, Noah, isn't in the wrong by refusing to let her meet his daughter, Katie. When Grace goes to apologize to Noah, she unintentionally meets Katie. Meanwhile, Will's mom, Marilyn, visits after the death of her beloved dog, and becomes upset when she doesn't get the emotional support she expects from her son. And Jack gets into an argument with his rec center boss, Theo.

In order to land a handsome, gay TV news anchor with a pension for dim, frothy men, Jack convinces Will to not be himself and to act like someone silly and stupid. Karen learns that her alimony will be severely limited unless she can get photos of her ex-husband's affair with Lorraine Finster, so she enlists Grace to go with her to the strip club where Lorraine works. Olympian Adam Rippon has a cameo as a barista with an attitude.

Will, Karen and Jack unknowingly take a hallucinogenic drug, which causes Will and Jack to wonder if they're each other's soul mate and has Karen giving her last "performance" as Mrs. Stanley Walker. Meanwhile, Grace is shocked when her high-powered client takes up with her sister Janet.

Will and Grace's plan to win over Will's new Columbia department head goes awry when he drops dead in their apartment - and they use his phone to text his full recommendation of Will. Karen and Estefan's dislike for each other puts Jack in full damage control mode when he must keep them separate at his birthday dinner.

When Will discovers Karen's estranged stepdaughter Olivia is a student in his law class, he attempts to solve their issues with a mock trial. Grace and Jack go on a diet together, but giving up their eating habits proves harder than anticipated.

Malcolm enlists Grace to help him win back Karen's affections. Will's flirtation at work lands him in an ethical dilemma. Jack's passion for performing is reignited by a chance encounter with Zusanna, the sister of his former acting teacher.

Уил дава втори шанс на местния новинар Маккой Уитман и с помощта на Джак най-сетне успява да опознае мъжа зад професионалиста. Междувременно кампанията на Грейс за президент на дизайнерската гилдия опира до нейния стар враг Вал.

Настояването на Джак, че Уил ще е по-мил с годеника му, събужда у Естефан подозрения, че Уил е влюбен в него. Междувременно Грейс бърза да купи подарък за Деня на Свети Валентин на приятеля си Ноа.

След като баща ѝ влиза в болница заради кървяща язва, Грейс е шокирана, че той отказва да приеме кръв за преливане от Уил. Междувременно прекомерните претенции на Карън за сватбата на Джак го принуждават да я зачеркне от списъка на поканените.

Когато гаджетата на Уил и Грейс ги канят да се преместят при тях, Уил и Грейс взаимно се използват като оправдание да отклонят поканата. Междувременно снежна буря оставя Карън в офиса, където тя се запознава с лесбийката Ники от горния етаж.

На сутринта след ергенското си парти Джак открива, че е изгубил една от 13-те си златни монети, които иска да подари на Естефан, за да не бъде прокълнат бракът им. Междувременно Уил е загрижен, че само Грейс прави компромиси във връзката си с Ноа.

Романтичната сватба на Джак и Естефан в Испания е осуетена, когато полетът им е отменен и те са принудени да се оженят на летището. Междувременно Маккой получава предложение за работа в Лондон, а Грейс се запознава с очарователен мъж.