Hoping to help everyone move past recent traumatic events, Caroline (Candice Accola) convinces Elena (Nina Dobrev) and Bonnie (Kat Graham) to attend Whitmore College's "Bitter Ball" for broken-hearted students. Bonnie is intrigued with a fellow student named Liv (guest star Penelope Mitchell), who appears to be dabbling in witchcraft. Tyler (Michael Trevino) starts to worry about Matt's (Zach Roerig) relationship with Nadia (guest star Olga Fonda). After making a disturbing discovery, Stefan (Paul Wesley) has a frustrating conversation with Damon (Ian Somerhalder) and Enzo (guest star Michael Malarkey). Dr. Wes (guest star Rick Cosnett) struggles to continue his research project with help from a new benefactor named Sloan (guest star Caitlin McHugh). Still bent on revenge, Damon and Enzo resort to violence to convince Bonnie and Jeremy (Steven R. McQueen) to help them, but their plan takes an unexpected and horrifying turn.