Stefan: Well, this looks promising.
Damon: Eh. I’ve seen worse.

Enzo: I need you to think about me.
Bonnie: No.

Don’t tell me what I can’t do.

Damon [to Stefan]

No matter what happens, Caroline, you, me, the kids, we’re a family. We will always, always be a family.

Alaric

Bonnie: If you think this means you’re forgiven…
Damon: I am SO forgiven!

You changed my life, you know that? You completely turned it around. And for that, i will always love you even though I know you don’t love me the same way.

Alaric [to Caroline]

He’s Damon. Like a cockroach. Always survives.

Caroline [to Stefan]

I'm sorry. I must have the wrong number because I dialed 'H' for 'Hero.'

Damon [to Stefan]

Take it from the guy who supposedly got it all and is sitting with bubkis. Stop moping about who are not and start being the guy you are.

Damon [to Stefan]

Hey, now that you're in charge, I just wanna say thanks. I've actually got a pretty good track record with the sheriffs in this town.

Damon [to Matt]

I have always wanted to be loved by someone in the way that you loved me. And I would rather have these memories than a future where I destroy them.

Bonnie [to Enzo]

What are we supposed to tell the teacher? 'Sorry Miss Patty. We missed rehearsal because we were off slaughtering vampires!'

Caroline

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