Sabrina Mayfield

As the fifth season opens, Elena, after a passionate summer with Damon, heads to college nearby with Caroline as her roommate. Plus, a terrifying appearance by Silas (Paul Wesley).

Silas happily announces his new goal to Damon and Elena, but they are skeptical when he promises to accomplish one important task in return for their help. Tessa (recurring guest star Janina Gavankar) confidently tells Stefan about her next move, then realizes that Silas has managed to outsmart her. A desperate Katherine discovers a new and unexpected consequence of becoming human again, and realizes she needs a new place to stay. In exchange for a spot in the dorm room, she offers to show Caroline how to get answers from Dr. Maxfield (recurring guest star Rick Cosnett). Bonnie is touched by Jeremy's strength and determination to stand by her. Finally, Damon is stunned when he figures out the secret to Tessa's plan.

Hoping to help everyone move past recent traumatic events, Caroline convinces Elena and Bonnie to attend Whitmore College's "Bitter Ball" for broken-hearted students. Bonnie is intrigued with a fellow student named Liv (recurring guest star PENELOPE MITCHELL – Hemlock Grove), who appears to be dabbling in witchcraft. Tyler starts to worry about Matt's relationship with Nadia (recurring guest star OLGA FONDA). After making a disturbing discovery, Stefan has a frustrating conversation with Damon and Enzo (recurring guest star MICHAEL MALARKEY). Dr. Wes (recurring guest star RICK COSNETT) struggles to continue his research project with help from a new benefactor named Sloan (recurring guest star CAITLIN McHUGH). Still bent on revenge, Damon and Enzo resort to violence to convince Bonnie and Jeremy to help them, but their plan takes an unexpected and horrifying turn.

Bello's last strike to the Caza Cartel sets a war in motion that Graceland now needs to stop. While on her hunt for Odin, Charlie meets an unusual ally and Briggs comes face to face with the past.