Months after Damon and Enzo vanished from the Armory vault, Stefan tirelessly pushes forward with their search, while Bonnie struggles holding onto hope that they will be found.

After learning that someone from Stefan’s past may be Damon and Enzo’s next target, Stefan, Bonnie and Caroline head to North Carolina.

Enzo fights the control over him, Bonnie is at the center of a deadly game, Alaric fights to bring Damon and Enzo back, and Damon's downward spiral leads him to Tyler Lockwood.

Tasked with finding a mysterious artifact, Damon's latest mission takes him to Texas where a violent run-in with Peter Maxwell leads to a surprising revelation.

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, Bonnie returns from Paris, and Stefan, Damon, Caroline, Bonnie and Enzo all attend the Miss Mystic Falls pageant.

Sybil enacts revenge on Damon by putting him in a catatonic state and Caroline and Bonnie enter Damon’s mind where they discover Stefan is the key to Damon’s fate.

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.

Damon makes a deal with Cade to save Stefan’s soul by retrieving the Maxwell journal, and Caroline tries to connect with Stefan before Cade goes through with his plan.

Damon and Alaric come face to face with an old enemy after they obtain a weapon that may destroy Cade. Stefan is held captive and is forced to confront a dark secret from his past.

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 wedding is quickly planned for Damon and Stefan to lure out a dangerous enemy. This looming threat puts the fate of Mystic Falls in eminent danger and must be destroyed.

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