Chester capta la atención de su orientador escolar mientras Greta tiene problemas de índole familiar. Todos acabarán en una fiesta que comenzará a definir el futuro.

El revuelo del Día de los Clubes de Estudiantes se ve interrumpido y obliga a los adolescentes a enfrentarse a la dura verdad. Más tarde, Naomi decide llevar su relación con Jack al siguiente nivel, pero descubre algo sorprendente.

Nathan se siente culpable por lo ocurrido con Naomi y lo demuestra de manera pública, mientras Chester, Riley y Greta se cuelan en el acuario para colocarse. Más tarde Nathan vuelve a obligar a Chester a hacerse el héroe.

Chester trata de llegar a la oficina de Sam, sólo para luchar con la orientación que ha dado. Megan forcejea con el mundo en rápida evolución. Naomi y Arianna ayudan a su amiga a través de su nacimiento poco convencional.

Cuando la escuela cierra, Chester, Riley y Greta pasan un día feliz e íntimo juntos. Con Chester distraído por un encuentro casual con Sam, Greta y Riley exploran un nivel más profundo de su relación.

La GSA se embarca en su tan esperado viaje a San Francisco. Greta y Riley navegan por una nueva incomodidad, Nathan y Naomi convierten un divertido juego en un despiadado derribo entre hermanos, y Sam mueve sus preguntas para Chester fuera de línea.

De camino a San Francisco, Nathan y Arianna se ven obligados a navegar por una verdad incómoda, Riley y Greta luchan por conectarse, y la admisión de Chester a Sam hace que ambos se vuelvan vertiginosos.

Chester recovers from his misfire with Sam, Naomi inadvertently shares a private video with her entire family, and Delilah leans on her friends for help making the most important decision of her life.

Back at school, Greta and Riley encounter residual weirdness from their trip to San Francisco, and Cooper makes French class way more interesting for Naomi... and Delilah. After an uncharacteristically nervous Chester braves his first date with Bo, Nathan makes him an offer he can't refuse.

As Chester plays the part of his "boyfriend," Nathan returns the favor with some unsolicited dating assistance. Meanwhile, Greta finds herself stuck between family obligations and an exciting new connection with Luz, and Delilah keeps Riley close for an unconventional date with Cooper.

Struggling to manage dynamics at home and at school, Riley pours herself into searching for a job, discovering support systems in Sam and Ana. Greta and Luz establish boundaries, while Chester and Bo find a spark. Later, Greta's family dinner is full of surprises and secrets.

Drowning in excessive male energy, Arianna hosts a girls-only sleepover for Naomi and Delilah. As they work to cast the negativity out of their lives, a potentially devastating secret also helps inspire a solution for Delilah and Naomi's romantic dilemma – much to Arianna's chagrin.

After Nathan tries rescheduling their mother-son date night, Megan begrudgingly joins him at a fundraiser for queer youth, where she struggles with revelations about both her kids. Meanwhile, her unexpected arrival forces Chester to divulge the details of his arrangement with Nathan to Bo, and Greta's indecisiveness finally catches up with her.

After her father delivers a crushing family update, a sleep-deprived Riley tries to avoid Sam's concern, searches for an MIA Chester, and bumps heads with Greta and Ana. Meanwhile, Naomi's dental procedure wreaks havoc on more than just her mouth.

Mark's Valentine's Day party for the teens has an unexpected effect on his wife. After untangling their relationship from Nathan, Chester and Bo land in Megan's crosshairs. Riley and Greta work up the courage to level with each other.

Valentine's Day puts love, truth, and friendships to the test as Riley struggles to put out the overwhelming fires around her, Cooper pushes Delilah towards honesty, and Chester and Nathan's relationship comes full circle.