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.