After spending the summer enjoying her passionate relationship with Damon (Ian Somerhalder), and making sure that Jeremy (Steven R. McQueen) is adjusting after his return from the dead, Elena (Nina Dobrev) is thrilled to move into the dorm at nearby Whitmore College with her new roommate, Caroline (Candice Accola). Still believing that Bonnie (Kat Graham) has been traveling all summer and will soon join them, Elena and Caroline are surprised when a student named Megan (guest star Hayley Kiyoko) shows up and announces that she will be sharing their dorm room. Katherine (Nina Dobrev) makes an unexpected appearance at the Salvatore house and pleads with Damon to help her now that she is human and vulnerable to her enemies. Matt (Zach Roerig) and Rebekah (Claire Holt) return to Mystic Falls after spending a wild summer in Europe, where they met a mysterious beauty named Nadia (guest star Olga Fonda). Elena can't shake the feeling that something is wrong with Stefan (Paul Wesley), and Silas (Paul Wesley) makes a terrifying appearance at the "End of Summer" party in the town square.
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