With the help of Bonnie and Kai, Damon and Elena set forth aplan to rescue Damon's mother Lily, who is trapped in the 1903prison world. Meanwhile, when Caroline's plan for Stefanbackfires, she is left to pick up the pieces. Elsewhere, backat Whitmore College, Enzo and Alaric's attempt to reelCaroline back in doesn't quite go as planned when they realizethey're outmaneuvered. Lastly, an unexpected gift from Bonnieleaves Damon shaken to his core.
