Episode 16: There Goes the Neighborhood
Exciting things happen in Episode 16. Anna pays a visit to Damon, bringing with her, her mother Pearl, who really wants to take control of the town. At this point, all of the vampires in the tomb have been released, and almost all of them are staying at an old farmhouse on the outskirts of town. Pearl then offers to help Damon find Katherine if he, in turn, helps her out, he turns her down and the nicely-planned visit takes a violent turn. Anna arrives unexpectedly at Jeremy’s house. Jeremy cuts his hand purposely to tempt Anna, who then sucks his blood, but she is interrupted by the arrival of Jenna.
Meanwhile, Elena, Stefan, Caroline, and Matt go on a really awkward double date to Mystic Grill where Frederick, a now-freed vampire from the tomb, mistakes Elena for Katherine. After the disastrous date, Kelly, Jenna, and Damon have some drinks at the bar but as soon as Jenna leaves when things start heating up between Damon and Kelly. Frederick and his girlfriend Bethanne, who have always blamed the Salvatore brothers for their entombment, then break into the boarding house and attack Stefan and Damon. Stefan stakes Bethanne, but Frederick escapes and flees to the farmhouse. There, Pearl punishes him for leaving the house against her orders. Anna sneaks into Jeremy’s room and chastises him for cutting himself in front of her, but Jeremy insists that he did it because he wants her to turn him into a vampire.

