It’s Christmas time at the DiMeos, and Maya surprises everyone by embracing a newfound holiday spirit. But her view is put to the test when the family van is stolen, along with all their holiday gifts. Worrying he won’t get into college, Ray joins the choir and gets a coveted solo. But when a very attractive new teacher is hired, JJ decides to join his brother and takes Ray’s solo.

Maya attempts to give Jimmy a Valentine's Day gift, with the help of his old roommate and her ex-fiance. Meanwhile, Ray is elated to find out he has a secret admirer and JJ i in charge of distributing candy-grams, which proves challenging for both him and Kenneth.

JJ’s pressured to date a new student at school who also has cerebral palsy. Maya and Jimmy teach Ray and his girlfriend to think less. Dylan teams with Lafayette alumni to rebel against the school’s “no-prank” initiative.