Meanwhile, Jeremy treads on a dangerous path of using drugs to ease his pain. The arrival of new student Stefan Salvatore, makes Elena think about romantic possibilities. Elena is unaware about Stefan's mysterious origins as well as his brother Damon.

As Mystic Falls prepares for a festival to celebrate the passing of a comet, Vicki is in the hospital recovering from the attack she can barely remember. Stefan goes to the hospital and tries to use his abilities to make sure Vicki doesn't remember what really happened, but his attempt is cut short when Vicki's brother Matt arrives. Jeremy continues to struggle at school and with his feelings for Vicki. At a parent/teacher conference, Mr. Tanner makes Aunt Jenna feel that she is failing as a surrogate parent, especially when it comes to the self-destructive Jeremy. Elena decides to go to the Salvatore house to talk to Stefan, but finds his charming brother Damon instead. Damon reveals surprising information about Stefan's past, and when Stefan arrives home, Elena is confused and embarrassed to realize that he isn't happy to see her there. Meanwhile, Vicki's memory of the attack begins to come back to her. Also, Damon begins to set his sights on Caroline.

Tyler tries to embarrass Stefan by throwing a football at him during practice. However, Stefan's super-skills of catching a football impresses Mr. Tanner who tries to persuade Stefan to join the school's football team. Meanwhile, Elena continues to ignore the semi-psychic Bonnie's warnings that Stefan is not who he claims to be. So, Elena invites Stefan and Bonnie over for dinner at her house. She hopes that they will get know each other better, but her plan ends up backfiring. Damon crashes the dinner with Caroline whom he has now been feeding off in order to further taunt Stefan. Elsewhere, Jeremy continues to question where he stands on his relationship with Vicki while Matt watches them with

Elena asks a reluctant Stefan to go with her to the annual Founder's Park dance. Vicki gets Tyler to ask her, but later accuses him of hiding their drug-induced relationship from his aunt Jenna. Meanwhile, Zach reveals a family secret to Stefan. Damon finally tells Elena the secret history about the Salvatore family and how she is the dead-splitting image of Stefan's lost love. Stefan tries to get Damon out of his life for good without giving away Damon's (or his) secret. Also, Elena thinks that Caroline is being abused by Damon when she sees the bite marks on her neck and tries to get her some help.

Stefan is hopeful that his plan to get rid of Damon (is working. Elena and Jenna are concerned about Jeremy’s relationship with Vicki. Stefan decides to reveal parts of his past to Elena. At a fund-raising car wash, Bonnie is surprised by abilities she didn’t know she possessed, and seeks advice from her grandmother.