It's that stressful time of year when Constance Billard and St. Jude's students find out who is and isn't worthy of early admission to Yale University. Serena bonds with her new Shakespeare teacher, Rachel, who has no clue the wrath she is about to suffer after giving Blair the first B of her prep school career. Chuck pairs up with an unlikely ally in his war with Jack over Bass Industries. Meanwhile, Nate and Vanessa have a romantic night at the opera.
Title comes from the 1998 film You've Got Mail.