1x16 - There Goes the Neighborhood

Anna pays a visit to Damon, bringing along her mother Pearl, who wants revenge on the town. It is revealed that all the vampires in the tomb have been released, and most are staying at an old farmhouse on the outskirts of town. Pearl offers to help Damon find Katherine if he helps her out, but the visit turns violent when he turns her down. Anna arrives unexpectedly at Jeremy's house. Jeremy cuts his hand to tempt Anna, who then sucks his blood, but is interrupted by Jenna. Elena, Stefan, Caroline, and Matt go on an awkward double date to Mystic Grill where Frederick, a now-freed vampire from the tomb, mistakes Elena for Katherine. Kelly, Jenna, and Damon have some drinks at the bar, but Jenna leaves when things start heating up between Damon and Kelly. Frederick and his girlfriend Bethanne, who blame the Salvatore brothers for their entombment, break into the boarding house and attack Stefan and Damon. Stefan stakes Bethanne, but Frederick escapes and returns to the farmhouse, where 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.

Keane - Better Than This
Damon asks Elena what she plans to do about Isobel; Matt requests that Caroline try to be nice to his mom.

In-Flight Safety - CloudHead
Damon & Kelly Donovan strike up a conversation at the Mystic Grill bar & are joined by Jenna.

Tegan and Sara - The Ocean
While on their double date, Matt, Caroline, Elena & Stefan spot Kelly, Jenna & Damon drinking together.

Marianas Trench - Cross My Heart
Damon lists off his problems to Jenna; Elena, Caroline & Matt reminisce about the last Homecoming; Kelly & Jenna try to hide at the bar.

The Constellations - Perfect Day
Matt tells Stefan he seems like the guy who has everything; Caroline tells Elena to 'try less' with the conversation; Elena runs into Frederick.

In-Flight Safety - Crash / Land
Damon & Kelly play with cherry stems as Jenna leaves.

Erin McCarley - Lovesick Mistake
Caroline complains to Elena that everyone considers her their back-up; Matt & Caroline take Stefan's car for a spin.

Parachute - The Mess I Made
Matt asks Caroline if he passed her 'Elena test', then they make out.