Adam’s girlfriend, Jackie, is back after spending her summer at NYU; she has changed so much, it’s almost like she’s a whole different person. After receiving some not-so-great romantic advice from his loved ones, Adam takes drastic measures to hold on to his relationship. Meanwhile, Beverly is not happy with Lainey’s less-than-ideal domestic skills and decides to teach her future daughter-in-law a thing or two.

Adam discovers Beverly has been manipulating him with guilt letters when he tells his mother he doesn’t want her to chaperone the school trip to Hershey Park. Meanwhile, after attending Career Night, Geoff realizes he doesn’t want to be an eye doctor like his father.

Despite Beverly’s wishes, Jackie’s parents allow Adam to watch “A Nightmare on Elm Street” and a disagreement between the families ensues. But Beverly dreams of facing off with horror icon Freddy Krueger, which teaches her an important lesson about her son’s relationship with Jackie. Meanwhile, Erica realizes she’s not as popular as she once was as she starts hanging out at William Penn Academy despite the fact she’s no longer a student there.

Murray becomes an overzealous stage parent when he learns Adam has no interest in the school production of “Fiddler on the Roof.” Meanwhile, Beverly can’t seem to keep from interfering with Erica’s latest career plan.

With Geoff's help, Erica and Valley Erica find a new band member to replace Lainey, but Barry convinces Geoff the new band member is trying to steal Erica from him. Meanwhile, Adam and Murray try to out-gift each other so that neither of them has to go to Valentine's Day dinner with Beverly.

Beverly and Adam team up to do a mother-son cooking show on public access television; and when Barry ruins the one college letter of recommendation he is able to get, Murray must step in to help.

Adam is thrilled when he has to design his own video game for school, so he turns to his family for inspiration. Meanwhile, Beverly is worried about Pops’ gambling and ropes Bill Lewis into her latest scheme.

When Adam unintentionally lets it slip that Barry never completed his community service requirement, the brothers join together to throw the greatest breakdancing battle in the history of William Penn. Geoff's stress levels are at an all-time high, so Erica makes an adult decision and plans for them to follow the Grateful Dead all summer. Finally, it's the end of an era when the JTP graduates from high school.

Things are finally working out for Adam - until he receives a letter from NYU that could change everything; when Barry hears the JTP have other friends outside their crew, he fears the end of their posse as they know it.