In a flashback, Mort escapes with friend Mark (Bradley Whitford) to a cross-dressing retreat in the woods, and becomes captivated with a very accepting woman named Connie (Michaela Watkins). Left alone after cancelling her Bat Mitzvah, 13-year-old Ali finds trouble with an older man at the beach.

A funeral brings all the Pfeffermans together and reunites them with their past - Shelley and Maura with old friends, Sarah with her ex, and Josh with his teenage babysitter - who brings a 17-year-old boy. Just when they thought there were no more secrets, the family busts out a few more.