Natalie Romaine

Damon and Elena set forth a plan to rescue his mother from the 1903 prison world. When Caroline's plan for Stefan backfires, she is left to pick up the pieces. Back at Whitmore College, Enzo and Alaric's attempt to reel Caroline back in doesn't quite go as planned.

Damon concocts a risky plan to stop Caroline and Stefan from wreaking havoc; Elena re-evaluates her life after learning that Jo is pregnant; Sarah boldly turns the tables on an unsuspecting Enzo. A twisted round of karaoke leaves Tyler and Matt in a dangerous situation.

In the aftermath of Jo and Alaric's powerful nuptials, an uninvited guest shows up, putting Elena's life in jeopardy. Despite Matt's advice to leave town, a defiant Bonnie takes matters into her own hands after finding herself on the receiving end of a twisted plan.