Months after Damon (Ian Somerhalder) and Enzo (Michael Malarkey) mysteriously vanished from the Armory vault, Stefan (Paul Wesley) tirelessly pushes forward with their search, while Bonnie (Kat Graham) struggles holding onto hope that they will be found. Meanwhile, a dangerous encounter with an unexpected visitor leaves Caroline (Candice King) and Alaric (Matt Davis) fearing that someone – or s...

After learning that someone from Stefan's (Paul Wesley) past may be Damon (Ian Somerhalder) and Enzo's (Michael Malarkey) next target, Stefan, Bonnie (Kat Graham) and Caroline (Candice King) head to North Carolina. There, Bonnie takes drastic measures in an attempt to break Enzo free of whatever has a hold over him. At the Armory, Alaric (Matt Davis) and Georgie (guest star Allison Scagliotti) ...

As Enzo (Michael Malarkey) continues to fight the control over him, Bonnie (Kat Graham) finds herself at the center of a deadly game and forced to make a heart wrenching decision involving two of the most important people in her life. At the Armory, Alaric (Matt Davis) researches a mysterious artifact that he hopes will help in their fight to get Damon (Ian Somerhalder) and Enzo back. Finally, ...

Damon's new mission leads him to a violent run-in in Texas.

Damon may be beyond the point of return, Stefan makes a gut-wrenching decision, Bonnie gets advice from Caroline, and Matt tries to decipher a mysterious box of messages.

Caroline takes drastic measures to keep her family safe and Stefan pledges to do everything he can to save the twins. Plus, Stefan faces a life-changing decision.

Stefan wants Christmas Eve with Caroline to go right, but things take a turn when Damon and Sybil crash their dinner. Meanwhile, Stefan is faced with an unimaginable decision.

Stefan and Damon attend an anger management support group looking for their next victim. Sybil is still alive and Stefan and Damon continue their commitment to Cade.

Stefan and Damon return to Mystic Falls at Sybil's request.

Sybil (guest star Nathalie Kelley) enacts revenge on Damon (Ian Somerhalder) by putting him in a catatonic state. Caroline (Candice King) and Bonnie (Kat Graham) enter Damon's mind and run into familiar faces from the past, only to discover Stefan (Paul Wesley) is the key to Damon's fate. It's a race against time for the bell as both Sybil and her sister Seline (Kristen Gutoskie) jockey for its...

Cade returns to Mystic Falls and presents Damon and Stefan with additional assignments, and Caroline and Matt protect the town's residents from Cade's appetite for their souls.

In order to save Stefan's (Paul Wesley) soul, Damon (Ian Somerhalder) makes a deal with Cade (guest star Wolé Parks) to retrieve the Maxwell journal. Alaric (Matt Davis) and Matt (Zach Roerig) refuse to hand the journal over as it may contain the key to destroying Cade. Caroline (Candice King) desperately tries to connect with Stefan before Cade goes through with his plan.

Damon and Alaric come face to face with an old enemy.

Damon and Stefan join forces against Cade to save Elena's casket and Caroline and Alaric deal with their daughter's burgeoning magical powers.

A looming threat puts the fate of Mystic Falls in danger.

With the fate of Mystic Falls at stake, Stefan and Damon must fight their greatest enemy for one last battle.