An inner-city high school teacher discovers she is pregnant at the same time as one of her most promising students and the two develop an unlikely friendship while struggling to navigate their unexpected pregnancies.

Irresponsible 20-something Jenny arrives in Chicago to live with her older brother Jeff, a young film-maker living a happy existence with his novelist wife Kelly and their two-year-old son. Jenny's arrival shakes up their quiet domesticity as she and her friend Carson instigate an evolution in Kelly's life and career. Meanwhile, Jenny strikes up a rocky relationship with the family's baby sitter-cum-pot dealer.