Damon with Bonnie

Damon with Bonnie

Damon does not look at all pleased with Bonnie in this photo, does he? We wonder if these two will ever hook up.
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Taunting Stefan

Taunting Stefan

Katherine attends a Masquerade Ball with Stefan on the aptly-titled episode "Masquerade." She seems to be taunting the vampire in this scene.
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Suspicious Scene

Suspicious Scene

Look at Damon in the background of this scene. He sure looks suspicious, doesn't he?
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Katherine at the Ball

Katherine at the Ball

Katherine is on the prowl on the episode "Masquerade." Most people at the party think she's Elena.
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That's Katherine!

That's Katherine!

Careful, residents of Mystic Falls. This is Katherine, not Elena, attending a party on the episode "Masquerade."
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Preparing to Kill

Preparing to Kill

Damon and Alaric are ready to kill. They plot to take down Katherine on the episode "Masquerade."
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Pair of Vampires

Pair of Vampires

Caroline is coming into her own as a vampire. Even Damon has to be impressed by how strong she's become.
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Stud in a Suit

Stud in a Suit

Damon looks downright dashing in this shot from "Masquerade." The vampire sure knows how to dress up, doesn't he?
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Masked Vampire

Masked Vampire

Women may prefer to see Stefan's face, but he goes with a mask in this scene from "Masquerade." He's attending a ball.
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Brand New Partners

Brand New Partners

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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Going Jack Bauer

Going Jack Bauer

Damon went all Jack Bauer on Mason in "Plan B." He ended up tearing the werewolf's heart out.
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Katherine and Stefan Poster

Katherine and Stefan Poster

The love between Katherine and Stefan is dead. But their interactions are alive, well and exciting.
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Vampire Diaries Quotes

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

Dear Elena, yes you heard that correctly. Hell has frozen over. I'm writing it all down. Granted, I'm half a bottle in thanks to my 1950 Chateau Cheval Blanc, a bottle I waited 65 years to open. I used to spend nights sitting in my wine cellar convincing myself I could hear it age, tannins growing, fermenting, but appreciating its beauty didn't make time go by any faster. The bottle just laid there on its shelf, torturing me while I waited for Katherine and time stood still. Eventually I convinced myself that no sip of that wine could ever taste as good as I dreamt it would. And that is the story of why I drink bourbon. I don't know who I am without you, but I know that as long as I'm with you, time will stand still. So who is Damon Salvatore without Elena Gilbert? A selfish friend, a jealous brother, a horrible son? Or maybe with a little luck, I'll do right by you. Because you may be a thousand miles away or a hundred years away, but you're still here with me and my heart is right there in that coffin with you. Until you come back to me.

Damon