In an attempt to find her “reason for being,” Elena tries to become Orange Bay Middle’s Hurricane Watch Captain. Bobby prepares to go to “Miami Second Base” with new crush Monyca-with-a-Y. Gabi is excited to have her first real date with Sam, but family obligations keep getting in the way.

When Elena gets detention, she discovers a new group of kids who are so much more than their reputation. Bobby is psyched to watch a cult classic with his buddies, but is surprised when the movie forces him to reveal an aspect of his life that he wasn’t prepared to share. Meanwhile, Gabi is bummed to have lost an important case to a bigger firm, only to be significantly cheered up by Sam.

Elena desperately wants to go to her first middle school dance with Joey, only to find out that he would rather go with an eighth-grade girl. Bobby and Liam go to Jupiter to compete in a tennis tournament, but find their plans thwarted. Gabi is finally ready to donate the last of her late husband’s belongings, but her feelings change when she finds an old memento.

In Tallahassee, Elena has unresolved issues with Jessica, and she decides to take a Senator’s inspiring advice, to find a solution. Bobby struggles with expressing himself and finds comfort in Sam’s guidance. Gabi tries to pretend like everything is fine at work, despite her new normal with Sam.