Where are we? Damon and Bonnie wonder about that in this Vampire Diaries scene, though the question should really be: WHEN are they?
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Is this the end of Mystic Falls? Damon gives the town a long (drunken?) look this TVD finale scene.
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Damon gives Elena his sympathetic look in this scene from The Vampire Diaries finale. It is titled "Home."
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A shadowy Damon and Elena confer in this scene from "Home." It's the Vampire Diaries Season 5 finale.
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We're back in the 1960s with Damon in this fun flashback. It is courtesy of The Vampire Diaries episode "Man on Fire."
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Damon is just standing around in this Vampire Diaries scene. But what else do you need?
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Damon and Enzo team up on the Vampire Diaries episode "Resident Evil." They must deal with Markos.
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Damon returned to Mystic Falls with the intent of bringing back Katherine, but instead he found Elena, the same beauty with all of the good qualities he sought in love. Their chemistry is smoking hot and they forgive each other above all else. Damon has humanity and Elena feels free when they're together. That's magical.
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Vampire Diaries Quotes

Break out the popcorn, Blondie. Elena’s little sex romp isn’t over yet.

Enzo

You want a love that consumes you. You want passion and adventure, and even a little danger... I want you to get everything you're looking for. But for right now, I want you to forget that this happened. Can't have people knowing I'm in town yet. Goodnight, Elena.

Damon