Straitlaced Princeton University admissions officer, Portia Nathan is caught off-guard when she makes a recruiting visit to an alternative high school overseen by her former college classmate, the freewheeling John Pressman. Pressman has surmised that Jeremiah, his gifted yet very unconventional student, might well be the son that Portia secretly gave up for adoption many years ago.

Working in a Boston homeless shelter, Nick Flynn re-encounters his father, a con man and self-proclaimed poet. Sensing trouble in his own life, Nick wrestles with the notion of reaching out yet again to his dad.

The trick or treaters have come and gone and Kate and Sam are settling in for a quiet Halloween night when a woman appears at the door with a strange request.