Nisey Woods

When an impulsive decision by Damon threatens to unravel a carefully negotiated deal between Stefan and Lily (recurring guest star ANNIE WERSCHING), he has no choice but to make amends with his mother before things spiral further out of control. However, Lily remains one step ahead and carries out a harsh plan that hits Damon where it hurts most. Elsewhere, after returning to Whitmore Collage, Alaric turns to Bonnie for help with a mysterious and potentially dangerous artifact he has obtained, while Matt is forced into making a risky life or death decision. Meanwhile, Caroline, who finds herself a pawn in Lily and the heretics’ plan for retribution, uncovers a shocking detail about Stefan’s past.

After realizing the downward spiral he was on, Damon decides he's going to turn over a new leaf and that his actions moving forward will do right by Elena. Lily (recurring guest star ANNIE WERSCHING) prepares for the arrival of a special figure from her past, while Enzo stands by not sure what to expect. Elsewhere, at Caroline's urging, Stefan comes face-to-face with Valerie (ELIZABETH BLACKMORE) and learns some upsetting details about her past, while Enzo and Bonnie find themselves at odds when they're forced to fend off a violent threat. Finally, when Bonnie learns some disturbing information involving the Phoenix stone, she is forced to confront Alaric.