Katherine Pierce's chickens come home to roost in the form of chickens. That's kind of brilliant.

Stefan: Aren’t you a drama major? What do you know about PTSD.
Caroline: Well I know that you tried to deal with it your own way and you failed so now, we’re gonna try it my way.

Silas needs to die. And I need to be the one to kill him. End of story.

Oh I'm a ripper, you know what that means? It means I literally can't stop feeding until I rip someone's head off. But look at us! We're working it out!

How is it cosmically possible to get into two accidents on the same bridge?

Stefan: Katherine took the Cure?
Damon: You have a lot to catch up on, Stefan.

I'm not happy about Elena. But I'm not not happy for you, either.

She's the love of my life. I'd go back to her in a heartbeat.

Stefan: I should be upstairs grooming my hero hair.
Damon: Are you drunk?
Stefan: I don't know, Mom, am I?

Stefan: Jealous?
Elena: That would imply emotions. We've already established those are useless.

Stefan: What's a deeply buried personal secret between friends?
Elena: Friends? I like that.

Elena: I'm sorry. And how are you helping?
Rebekah: I'm stronger than you. I'm faster than you. And I'm quite certain I can charm the islanders a lot easier than you.
Elena: Not disagreeing on the easy part.
Stefan: All right. We get it. You two hate each other. Can we just keep going, please?

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