Jean surprises Michael with a date night in the city. Back in Connecticut, Dolly's birthday party creates new tensions with the power moms.

While deepening her bond with Sidney, Jean uncovers the truth behind Rebecca's move and goes above and beyond to help a distressed Allison.

Jean realizes a patient has been lying to her. As Dolly rehearses for her play, Jean contends with her disapproving mother and an impatient Sidney.

Jean's worlds begin to collide as Sam celebrates his engagement, Michael makes a troubling discovery and a figure from the past reappears.