Grace (Debra Messing) is horrified to realize that she's dated three men from the same family. Will (Eric McCormack) and Karen (Megan Mullally) get on each other's nerves at the office until they bond over watching -- and producing -- their own little telenovela.
A baby shower makes Grace (Debra Messing) and Will (Eric McCormack) question their life choices. Karen (Megan Mullally) and Jack (Sean Hayes) find a way to combine child labor with musical theater.
Will (Eric McCormack) rekindles a relationship with his first love against Jack's (Sean Hayes) advice. Grace (Debra Messing) reluctantly fights for Karen's (Megan Mullally) civil rights when a bakery refuses to make a cake she wants.
Grace (Debra Messing) brings Will (Eric McCormack) for support when she goes home to celebrate her deceased mother's birthday. Jack's (Sean Hayes) faith in love is crushed after breaking up with Drew (guest star Ryan Pinkston) and uncovering a secret in Karen's (Megan Mullally) marriage.
Grace's (Debra Messing) father and Will's (Eric McCormack) mother end up making a surprising and upsetting connection. Jack (Sean Hayes) rebounds from his breakup with a new love. Karen (Megan Mullally) must decide between her husband and her lover.
Grace's (Debra Messing) accidental run in with Noah (guest star David Schwimmer), a curmudgeonly man she follows on Twitter, hints at a possible new love interest. Jack (Sean Hayes) wants to look younger before meeting Estefan's (guest star Brian Jordan Alvarez) family on Skype but makes a terrible first impression after overdoing the numbing cream before his facial procedure. Meanwhile, Will (Eric McCormack) helps Karen (Megan Mullally) protect the intellectual property rights of her most prized possession.
Will (Eric McCormack), Grace (Debra Messing) and Jack (Sean Hayes) 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 (guest star Brian Jordan Alvarez) to even notice Karen (Megan Mullally) has not been seen in days -- ever since her husband found out about her affair with Malcolm (guest star Alec Baldwin).
Will (Eric McCormack) and Jack (Sean Hayes) visit Jack’s grandson, Skip (guest star Samuel Faraci), in Texas to watch him perform at his church’s talent show. But when Jack learns Skip plans on singing “Diamonds Are A Girl’s Best Friend,” he becomes afraid for his grandson’s safety. Karen (Megan Mullally) tags along to check out the portion of the border wall she sponsored, only to discover that Beverley Leslie (guest star Leslie Jordan) has claimed it as his own. Back home, Grace (Debra Messing) and Noah (guest star David Schwimmer) try to figure out if something is wrong in their relationship because their numerous attempts to have sex have failed.
Will (Eric McCormack) and Grace (Debra Messing) discover old letters written to each other from their college days, and decide to read them together. But reminiscing about the past turns ugly when a major bombshell is revealed in one of the letters. Meanwhile, when Karen (Megan Mullally) announces she'll never fall in love again, Jack (Sean Hayes) channels Rosario - or does he? - to convince her it's never too late to find love.
When Grace (Debra Messing) joins her father (guest star Robert Klein) on a road trip, a secret from her past is finally revealed, causing father and daughter to address something that will change their relationship forever. Meanwhile, Will (Eric McCormack), Karen (Megan Mullally), and Jack (Sean Hayes) celebrate Jack's engagement at a gay bar run by legendary drag queen Miss Coco Peru (Clinton Leupp). When it's revealed that Jack has chosen both of them to be his best man, Will and Karen have a lip-sync monologue throwdown to determine who truly deserves the coveted title.
Will (Eric McCormack) discovers that Noah (guest star David Schwimmer) has a child he hasn't told Grace (Debra Messing) about, but is now sworn to secrecy. Karen (Megan Mullally) and Jack's (Sean Hayes) relationship is tested when she fires him from the play she's producing and replaces him with Jon Cryer (guest star).
Erick McCormack
Will Truman
Debra Messing
Grace Adler
Sean P. Hayes
Jack McFarland
Megan Mullally
Karen Walker
David Kohan
Producer