A writer from Los Angeles, who doesn't believe that relationships can last for him, struggles to mend his most recent failed relationship.

A post-modern romantic comedy about luck and timing in relationships, missed opportunities, unrequited love and how the grass always appears to be greener on the other side.

Oliver and Cassi, a couple from Brooklyn, spend the day apart, meandering NYC, each with their respective best friend, trying to decide whether or not they should stay together and renew their lease or call it quits after five years.