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.

Skye talks David into joining an uncomfortable Father's Day brunch with a less than thrilled Getty. Sam wants to celebrate with some father and son time of his own. Nash sets his romantic sights on a wealthy widowed club member, and Wheeler launches a new moneymaking scheme.

Getty prepares for his trial on insider trading charges. Nash's romance with Widow Horowitz heats up. Meanwhile, David wonders if he may be too suburban for Skye's new city lifestyle.

With the pressure of his trial weighing on him, Getty turns to an unusual confidante for moral support. One of Wheeler's students gets a little too close for comfort. And while Skye struggles to find her place on the New York art scene, David and Karen reconnect.

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.

As Karen and Barry prepare to tie the knot, David finds himself grappling with a forlorn Nash, arguing parents, and stark choices for his future.

Getty feels the heat as the jury verdict-and the club recall election-loom. With the summer winding down, Wheeler and Misty confront tough questions about what fall brings. David must define his own independence and make a decision about Getty's lucrative job offer.

Summer of 1987 finds David Meyers living in New York and working at a video production company. Unfortunately his dreams of becoming a filmmaker-and his love life-are going nowhere fast. Meanwhile at Red Oaks, tennis pro Nash learns alarming news about the future of the country club.

Sam and Shirley run into trouble during a night on the town. Following a dressing-down from his boss Derek and a fight with Wheeler, David goes in search of a friendly face.

As summer winds down, it's the end of an era for Red Oaks Country Club - but the start of a bright future for David Meyers and friends.