Katherine (as Elena) coldly dumps him, telling him they are over for good.

Heartbroken and feeling like a monster, Damon teams up with Enzo and reverts to his villainous ways.

Believing he is speaking to Elena, tries to reconcile, admitting he needs her "goodness" to stay in the light.

Matt throws a welcome-back party for , but the celebration is short-lived.

Instead of traveling the world with Nadia, Katherine decides to stay in Mystic Falls to win back Stefan Salvatore . The Breakup & Damon's Dark Turn

Katherine, surviving inside Elena’s mind, works with her daughter and a Traveler witch named Mia to make the possession permanent.

In a rare moment of softness, Stefan comforts Caroline, telling her that while she made a mistake, she is not a "horrible person."

Caroline Forbes admits to "Elena" (Katherine) that she slept with Klaus .