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. The Season 1 finale.
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.
Will and Grace's old friend Larry decides he's in love with Will. On Jack's first day as a Lyft driver, he hits his wacky neighbor Val. Karen steps in to bail out Jack, but then needs Jack to bail her out.
Will and Grace try to convince themselves they are okay with dating the same man, the charismatic "Bad Boy of Bread." Jack and Karen get an annoying commercial jingle stuck in their heads and must seek medical attention.
Grace takes on a big job: decorating a string of boutique hotels for an obnoxious mogul. Meanwhile, Will is surprised at his reaction to making senior partner; Beverly Leslie discloses a secret to Karen; and Jack owns half of a winning lottery ticket.
Jack is stunned to learn that his estranged son, Elliot, has a son of his own, Skip. Moreover, Skip needs the kind of help only Will and Jack can provide. In other events, Grace and Karen behave badly with the hot new guy at work.
Grace is shocked to find that the emergency contact called by her doctor's office is ex-husband Leo, not Will; Jack takes on a new job he never expected to love; and Karen befriends a 12-year-old girl in the Bronx.