Leo faces some tough realities as he deals with his grandfather's recent heart attack and the departure of Isabel, who's found an apartment of her own.
When Leo has to work on Valentine's Day, Isabel goes to a concert with Everett. Meanwhile, Alan returns home from a business trip and notices that his wife is ""glowing.""
Will Karen and Doug's cheatin' hearts tell on them, or will Leo. Meanwhile, Isabel ain't misbehavin' but feels guilty anyway when she runs into Everett while jogging; and Jennifer receives an ominous letter from one of her professors.
Jake refuses to explain why he's so desperate for $100 in cash but sees an opportunity to earn it by chauffeuring around Isabel's visiting young cousin, Anne. While driving Miss Annie, though, Jake begins falling for the quiet, contemplative girl.
During an intimate moment, Leo tells Isabel that he wants to marry her, but both of them are confused about the statement's meaning. Meanwhile, Karen slyly arranges to visit Doug; and Rhonda's unlucky dating streak ends.
Leo and Isabel throw a New Year's Eve bash for their friends. But the limited guest list doesn't preclude some party crashers from showing up-including Everett, Isabel's ex-fiancé.
Leo's dad Barry isn't sure if he'll make it home for the holidays. Actually, he's in town, living in a motel, but he's unable to tell the family he lost his job in Dayton.
And the winner of the award for best magazine is... Epicenter, and publisher David Lukens thanks everyone in his acceptance speech but the rag's founder: Eve.
Jake gets a hole in one-and a job at the magazine-when he impresses Isabel's dad with his skill at a computer golf game. But Leo winds up in the parent trap, trying to be a father to his younger brother but unconsciously expecting him to fail.
Leo's brother, Jake, is quite put out when he learns that their father is considering taking a job in Dayton, a move that would involve uprooting the family.
Leo and Isabel decide to move in together, but their friends and families are, to say the least, confused, especially since the couple has known each other for just two weeks.
Leo and Isabel hope that first impressions aren't lasting, when, through a comedy of errors, they unexpectedly meet each other's families. But it's not very amusing when he and Everett come face to face at Isabel's house.