Damon: She's strong and crafty and you'll die.
Elena: At least I'll die trying.

Elena's only goal is to end Katherine's life. That isn't gonna magically go away with Pilates and a juice cleanse.

Damon: Is the old you read to come out and play?
Elena: Go to Hell.

Hindsight is almost a bigger bitch than you.

No sudden moves. No tricks, either. No Katherine-ing.

Stefan: Where is she now?
Damon: Maybe eating a hot dog... vendor.

You wanted to feed? I brought you to a city-sized buffet.

Life sucks when you're ordinary. And what makes you exactly not like them? You're a vampire. You take that cure and become human? You're no one, nothing. Trust me, losing that cure was the best damn thing that ever happened to you.

She's a vampire, off switch is one of the biggest perks.

Unless you're a blonde, Bennett Witch or Doppleganger, I suggest you steer clear.

Do I look like I know anything about tattoos? Look at my skin. It's flawless.

Life sucks. Get a helmet.

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