Cassidy Freeman

Damon and Stefan focus a new project that will bring them closer to destroying Klaus, and they quickly bring Elena, Caroline and Matt in on the plan. After Klaus threatens someone close to Bonnie, she has no choice but to work on the spell he needs. Meanwhile, Klaus and Rebekah (recurring guest star Claire Holt) find the perfect motivator to convince Finn (recurring guest star Caspar Zafer – Tirante el Blanco) to cooperate with them, but Rebekah is more interested in her own brutal plan to take revenge on Damon. Stefan’s emotional turmoil leads him to a dangerous confrontation with Klaus and, later, to a heartbreaking moment with Elena.

The present-day murders in Mystic Falls remind Damon of a similar crime spree a century earlier. In flashbacks to 1912, Damon recalls a beautiful vampire, Sage (recurring guest star Cassidy Freeman – Smallville), who showed him a whole new way to exist. Sheriff Forbes (recurring guest star Marguerite MacIntyre) warns Damon not to get involved in her investigation, but Damon is convinced she’s going after the wrong suspect. Elena and Matt resort to breaking and entering in their search for evidence to prove Dr. Fell (recurring guest star Torrey DeVitto) is a murderer. Additionally, Elena comes to a new understanding of the path her life has taken, and Damon makes an emotional confession to Stefan. Plus, for reasons known only to her, Rebekah (recurring guest star Claire Holt), becomes interested in locating one of the town’s oldest landmarks.

A century after their first encounter, Damon and Sage (recurring guest star Cassidy Freeman) meet again at the ceremony to kick off the restoration of Wickery Bridge. Damon is surprised to learn the reason why Sage has returned, and pleased when she devises an unusual method to help him figure out what Rebekah (recurring guest star Claire Holt) is up to. Abby (recurring guest star Persia White) is having a hard time adjusting to her new reality, despite Bonnie and Caroline’s efforts to help. When Damon informs Elena of Stefan’s latest struggles, she reaches out to Stefan to help her save a friend in danger, in hopes that it will help bring Stefan even closer to his humanity. Finally, when Damon discovers a new secret weapon, he lets Stefan in on the news.

Cora brings the giant to Storybrooke, where he unleashes vengeance on the town; Emma and Henry go with Mr. Gold to search for his son; Greg asks Belle what she saw on the night of his accident; Anton the Giant befriends humans.

When a student finds a former teacher's car keys in an old desk, Lilly and the team take a new look at the teacher's death, previously thought to be a fatal carjacking.