As the fifth season opens, Elena, after a passionate summer with Damon, heads to college nearby with Caroline as her roommate. Plus, a terrifying appearance by Silas (Paul Wesley).
When one Kansas family goes missing and another one turns up dead, the team looks for a link between the cases; Beth has surprising news for Hotch.
Without telling Elena that Stefan is missing, Damon turns to Sheriff Forbes (recurring guest star Marguerite MacIntyre) for help finding his brother. Elena and Caroline try to find out who is covering up a campus murder, and a fellow Whitmore student named Jesse (recurring guest star Kendrick Sampson – Greek) gives Elena some intriguing information about Professor Wes Maxfield (recurring guest star Rick Cosnett – The New Inventors). While Jeremy struggles to return to his old life, he continues to be the only person who can see and talk to Bonnie, but he can’t convince her that the time has come to let the others know she sacrificed her own life for his. After learning that Silas is searching for Katherine, Damon asks Matt and Jeremy to keep her out of sight, but the situation quickly spirals out of control. Finally, Nadia (recurring guest star Olga Fonda) uses violence to make a point about her own agenda.
When Elena and Katherine have the same dream that Stefan is in danger and desperately needs their help, they convince Damon to help them find Stefan. However, their plans are thwarted by a mysterious young woman named Tessa (recurring guest star Janina Gavankar – True Blood) who seems to know everything about Stefan’s history. In flashbacks to a distant time and place, Tessa reveals the shocking secrets in her past and what she has planned for the future. She also has a disturbing message for Damon about his own future. Silas forces an unwilling accomplice to help him search for Katherine, leading to a confusing and life-threatening situation for Matt. Finally, Silas reveals the reason he’s determined to find Katherine, and Damon and Elena face a disturbing new reality.
Sebastian is placed on administrative leave after being questioned by the FBI about a foot chase; Pride and the team attempt to clear Sebastian's name.
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