A struggling couple are in dire straits and living paycheck to paycheck. When an opportunity to live rent-free in a 55 and older community arises, they are forced to disguise themselves as seniors and try to fake their way into living there.

During their travels from Chicago to New York, Harry and Sally Will debate whether or not sex ruins a perfect relationship between a man and a woman. Eleven years and later, they’re still no closer to finding the answer.