Damon takes a trip to Georgia, where he surprises an old flame, Bree and enlists her help to figure out how to open the tomb. In the process, Damon comes face to face with someone who is determined to make him pay for past wrongs. Stefan opens up to Grams in his effort to help Bonnie overcome her fears and accept her powers. While researching his history paper in the public library, Jeremy meets a cute-but-geeky girl named Anna who has her own theories on the folklore of Mystic Falls. When Damon returns from Georgia, Stefan is waiting with news that will change their world.

In flashbacks, Stefan and Damon recall the long-ago actions taken by townspeople including their father, Guiseppe Salvatore, and Pearl, leading to the devastating events that caused the rift in their relationship. In the present, Bonnie's date with Ben takes a frightening turn. Elena helps Stefan as he and Damon race to find the missing journal that belonged to Elena's ancestor. Stefan learns the reason behind Alaric's interest in both the journal and the town's history. Damon discovers that an old acquaintance has returned to town with an agenda he understands.