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Klaus and Stefan arrive in Chicago, where Stefan is reunited with a vampire who hasn’t moved on from her interest in him decades earlier. In a flashback to Chicago in the 1920s, Stefan comes face to face with a shocking chapter from his wild past. After Damon gets a tip on Stefan and Klaus’ whereabouts from Katherine, he and Elena follow the trail. Back in Mystic Falls, Tyler is concerned about Caroline and turns to Sheriff Forbes for help. St...

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