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Damon admits that his last victim was a woman named Sara few months ago. Sara was Aaron's aunt and the last family he had left. Elena gets upset hearing that since few months ago she and Damon were together and happy and she cannot believe that he did that. Aaron, hearing the news about his aunt, shoots him in the head and Damon drops unconscious.
Sheila agrees to open the tomb as long as the rest of the vampires are burned. Elena has to earn Damon's trust back and leaves to go and find him and talk to him. She finds him at the Salvatore house and she convinces him to trust her again. Stefan, Bonnie and Sheila wait for Damon and Elena at the church ruins. Stefan brought along arsonist tools.
Damon and Elena talk on the phone and Elena says that sire bond or not, she loves him. Damon tells her to meet him at the cabin. Rebekah comes to Stefan saying that she still wants the cure so she can use it on Klaus, and Stefan agrees to help her. Klaus calls Jeremy, Matt and Damon to a bar, full of people transforming into vampires.
Elena almost gets Damon to make out with her again, but they are interrupted by a phone call. Bonnie tells Elena they need to meet because she is teaching Jeremy to control his vampire hunter urges. Meanwhile, Elena and Damon go to the Gilbert Lake House to help Jeremy face some dangerous inner demons.
Katherine (Nina Dobrev) calls Damon (Ian Somerhalder) and tells him that she knows where Stefan (Paul Wesley) and Klaus (Joseph Morgan) are. Damon gets Elena and go to Chicago to find Stefan. At Chicago, Damon takes Elena to Stefan's old apartment and shows her all the names of Stefan's victims back in the 1920s when he was "The Ripper".
It is the end of the summer and Elena (Nina Dobrev) and Caroline (Candice Accola) need to get ready for college.Though a bit hesitant, Damon (Ian Somerhalder) says his goodbyes to Elena as she leaves for Whitmore College since neither of them wants to leave each other after their newly started relationship.
After Damon (Ian Somerhalder) compels Alaric to do whatever he has to do to get the ascendant from Jo (Jodi Lyn O'Keefe), Alaric has no choice.After obtaining it, Damon compels him again to forget everything and along with Elena (Nina Dobrev) they meet Liv (Penelope Mitchell), who sends them back to 1994 to find Bonnie and bring her home.
Elena sneaks into the basement getting herself in trouble before Damon appears to save her. They find Stefan and Harper and they free them. Damon goes to distract Frederick, who already got suspicious that something is going on, while Elena helps Stefan to get out. Damon fights with Frederick and two other vampires when Alaric shows up to help him.