Set in an unnamed American city, two urban, middle-class couples deal with their unhappy relationships by shamelessly lying and cheating in their quest for happiness. Jerry (Stiller) is a theater instructor who is married to Terri (Keener), a writer who is alienated and unfulfilled with his love-making skills. Jerry and Terri have dinner with Mary (Brenneman), a writer friend of Terri's, and Mary's husband Barry (Eckhart) a business executive who is oblivious to his wife's unhappiness. During dinner, Mary talks about writing for a local newspaper column about bickering couples and their troubles, while Barry does not think that other couple problems are anyone else's concern. After dinner, Jerry discreetly asks Mary out on a date. Mary, out of frustration, accepts.