Grace's father and Will's mother end up making a surprising and upsetting connection; Jack rebounds from his breakup with a new love; Karen must decide between her husband and her lover.
Will & Grace Episode Guide
Grace brings Will for support when she goes home to celebrate her deceased mother's birthday; Jack's faith in love is crushed after a breakup; a secret in Karen's marriage is uncovered.
Against Jack's advice, Will rekindles a relationship with his first love; Grace reluctantly fights for Karen's civil rights when a bakery refuses to make a cake she wants.
A baby shower makes Grace and Will question their life choices; Karen and Jack find a way to combine child labor with musical theater.
Grace is horrified to realize that she's dated three men from the same family; Will and Karen get on each other's nerves at the office until they bond over watching -- and producing -- their own little telenovela.
Jack's intimacy issues are challenged by a closeted boyfriend; Will and Grace sell their new line of bedding on live television.
Grace tries to prevent Will from making a scene at his ex-boyfriend's wedding; Jack's wedding hook-up comes with strings attached.
Will and Grace's old friend Larry decides he's in love with Will; Jack's first day as a Lyft driver doesn't go as planned; Karen tries to help Jack but ends up needing help rather than giving it.
Will and Grace try to convince themselves they are okay with dating the same man; Jack and Karen get an annoying commercial jingle stuck in their heads and must seek medical attention.
Will, Grace, Karen and Jack wish they could have experienced Christmas in old New York, but realize the past was not quite as romantic or open to diversity as they pictured it.
Karen has trouble dealing with a personal tragedy; Will, Grace, and Jack try to intervene; Will and Grace's new business relationship begins to show signs of stress.
Grace gets a job decorating a string of boutique hotels for an obnoxious hotel mogul; Will is surprised at his reaction to becoming senior partner; Jack owns half of a winning lottery ticket.
Jack is stunned to learn that his estranged son has a son of his own; Grace and Karen behave badly with the hot new guy at work.
Grace finds that the emergency contact called by her doctor's office is ex-husband Leo, not Will; Jack takes on a new job; Karen befriends a 12-year-old girl in the Bronx.
Will and Jack try to date younger guys but find it challenging; Grace and Karen experience a crisis that reveals Grace's true feelings about Karen.
Will and Grace both falter when their political beliefs are put to the test; Jack and Karen help Will and Grace hide their secret shame from each other, but the truth finally comes out.