Growing restless with married suburban life, New York therapist Jean Holloway develops a furtive fascination with a patient's ex-girlfriend.

As "Diane" and Sidney get to know each other, longtime patient Claire grates on Jean's nerves, and new patient Allison slips into a downward spiral.

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.

Michael grows suspicious of Jean's new secretive streak, Sidney's frustrations boil over, and a visit to Rebecca's new home triggers a revelation.

While Michael and Alexis throw back drinks at a hotel bar in Texas, Jean clears her schedule to prepare for the "full Sidney experience."

The office rumor mill stirs up trouble for Michael. A request from Claire backs Jean into a corner. Sidney takes a defiant step.

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.