With the help of Bonnie and Kai, Damon and Elena set forth a plan to rescue Damon's mother Lily, who is trapped in the 1903 prison world. Meanwhile, when Caroline's plan for Stefan backfires, she is left to pick up the pieces. Elsewhere, back at Whitmore College, Enzo and Alaric's attempt to reel Caroline back in doesn't quite go as planned when they realize they're outmaneuvered. Lastly, an unexpected gift from Bonnie leaves Damon shaken to his core.
Based on novels of the same name, Vampire Diaries follows Elena, a young heroine, who is the object of passion for two vampire brothers. Four months after the tragic car accident that killed their parents, 17-year-old Elena Gilbert and her 15-year-old brother, Jeremy are still trying to cope with their grief and move on with their lives. Elena has always been the star student; beautiful, popular and involved with school and friends, but now she finds herself struggling to hide her sadness from the world.
As the school year begins, Elena and her friends are fascinated by a handsome and mysterious new student, Stefan Salvatore. Stefan and Elena are immediately drawn to one another, and Elena has no way of knowing that Stefan is a centuries-old vampire, struggling to live peacefully among humans, while his brother Damon is the embodiment of vampire violence and brutality. Now these two vampire brothers - one good, one evil - are at war for Elena's soul and for the souls of her friends, family and all the residents of the small town of Mystic Falls, Virginia.