David talks Barry into hiring him to film a wedding at Red Oaks. While the club comes out to celebrate, Nash squares off with a rival to impress the father of the bride, and Wheeler ponders an eccentric stranger's business proposition.

David's romantic plans for Karen's birthday go awry, while Sam and Judy's marriage counselors give them a new "empathy" drug to tap into their romantic feelings, and Misty sets Wheeler up on the world's worst blind date.

With Red Oaks' Independence Day party in full swing, Getty enlists David as his coach for the upcoming club tennis championship, and Wheeler catches Misty's boyfriend in a compromising position. Meanwhile, Judy struggles with conflicted feelings for her female yoga teacher.

A mysterious Japanese liquor gives David and Sam an intimate glimpse into each other's lives.

David's tensions with Barry, his recent night out with Skye, and his growing distance from Karen all threaten to derail a Red Oaks bar mitzvah he's been hired to film. All while Wheeler scrambles to recover a missing package of cocaine.

As Red Oaks Country Club kicks off the summer season, David faces an uncertain future at school, while Wheeler tries to become something more than "just friends" with longtime crush Misty. Meanwhile, club president Getty faces a challenge to his status at the club, and Sam and Judy adjust to single life.

Tension bubbles as the Getty's celebrate their 25th wedding anniversary at the club. Meanwhile, Sam tracks down a lost love, Skye finds out about David's secret power lunches with her father, and Wheeler goes to increasing lengths to avoid a romantic blunder with Misty.