Dee Dee's excited to celebrate her birthday but her friends and family are so wrapped up with trying to surprise her that Dee Dee feels forgotten and winds up spending her special day with a new girl who has just moved to town.

Nate has set the P.S. 38 record for most detentions in one month, putting the teachers on “Nate Watch.” To dodge this personal purgatory, Nate decides to help Dee Dee put on the school’s musical... casting the teachers as the stars.

When Nate and Nolan's ongoing rivalry goes too far, they find themselves in a battle for one of Nate's most treasured possessions, his friendships; Dee Dee's shot at superstardom may just get caught in the crosshairs.

Principal Nichols makes the students take a love matchmaking quiz ahead of the Valentine's Day Dance, and Nate tries to rig the outcome to secure Jenny as his date.

When Nate finds out he's moving away he wants the people of Rackleff to remember him fondly; meanwhile, Amy's best friend tells her she's changed since leaving NYC so Amy is determined to prove her wrong.