Maura moves out of the family house and into a lively new apartment complex, just as Sarah needs a new home after dismantling her perfect life. Josh has to reconsider his sudden vision of starting a family, while Ali finds some new boundaries to cross.

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.

Ali finds herself a little too close to Leslie when she seeks Leslie's advice on her UCLA application; Josh confronts Shelly about the past; Sarah uses a hard-won date night to explore some of her sexual fantasies.

Maura learns more about the trans experience; Josh heads down a reckless path; Ali and Sarah take Maura to the Idyllwild Wimmin's Music Festival.

Josh hits the road with an unlikely copilot, stirring up some undeniable chemistry along the way. Back at home, Shelly becomes wary of Buzzy's outlandish spending while Ali sees God during a nitrous induced trip at the dentist's office.

After reconnecting with Colton, Josh decides to move to Overland Park, until a concerned Ali travels to him, intending to bring him home. Feeling abandoned, Sarah has trouble controlling her rage. Shelly confronts Buzzy about his spending, leading to some unforeseen revelations. Newly single Maura has an exciting, surprising night out.

The family convenes for an unusual vacation and encounters a tribe of long-lost Pfeffermans. Ali pulls away from the rest of the family as her political convictions drive her to challenge the binary.

Back in Los Angeles, Davina's stay at the Pfeffermanhouse is rudely interrupted. The Pfeffermans float in the Dead Sea and Ali rushes to meet them but is waylaid at an Israeli checkpoint.