Damon looks downright dashing in this shot from "Masquerade." The vampire sure knows how to dress up, doesn't he?
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Jeremy wants to help Damon get to the bottom of Katherine and werewolves and everything plaguing Mystic Falls. He mostly does so via the Internet.
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Damon went all Jack Bauer on Mason in "Plan B." He ended up tearing the werewolf's heart out.
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These brothers just can't stay mad at each other. Damon and Stefan share a moment in the episode "Kill or Be Killed."
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He may not always come across as one, but Damon Salvatore is a deep thinker. This is a photo of him from the episode "Kill or Be Killed."
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Damon has found an adversary that isn't scared of him: Mason "I'm a werewolf" Lockwood.
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Damon was hoping he was through with Katherine. But we all know that won't be the case for awhile, don't we?
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Just keep walking, Damon. Nothing good can come out of you flirting or talking to Katherine.
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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