Jill is sued for breaking up a marriage and Jack begins to doubt her relationship with Matt when Jill insinuates that Jack may not be the only lady in Matt's life. Meanwhile, Audrey frets when Barto starts hanging out with a female study buddy; Elisa continues to hunt for her mystery man; and Mikey gets an unwanted promotion that requires him to fire one of the waitresses.

Jill's suspicions are aroused when he sees Matt with another women, and he contemplates telling Jack. Meanwhile, Jill's tactless girlfriend offends Mikey.

Barto takes Audrey to meet his snobbish parents after she overhears his mother's invitation on the answering machine. Meanwhile, Elisa finally gets to man, and Jack and Jill get stuck in the laundry room, ruining their dates with Matt and Allison.

In the morning, Jack and Jill lie sleeplessly in their respective beds when a passing ice cream truck sets off a loud car alarm. Both of them run out to shut it off, but Jill must finally yank out a wire. The Ice Cream Man is so grateful that he promises to grant Jill his greatest wish. The next day, at Major Toys, Jill's boss announces that he is putting one of Jill's creations, Zantopia, into development. Jill tells the great news to Allison, who focuses on the career implications. Later, Jill becomes concerned when his boss makes changes to the project. Jack understands Jill's disappointment and sympathizes with him, while Allison thinks Jill shouldn't be upset since he is going to be promoted to vice president.

Meanwhile, Jack is deeply in debt. She refuses to let Matt lend her money, choosing instead to work as a waitress at the @ Bar, where Mikey is a bartender. She is a terrible waitress and must quit. She pawns an antique brooch that her grandmother gave her. Matt buys it and g