Stefan: Please don't give up.
Bonnie: Of course. But please don't ask me to have hope. Hope hurts, and I don't want to hurt anymore.

You're my brother. I'm not gonna give up on you. I never will.

Damon: Elena's phone?
Stefan: Where is she?!?

Caroline: You have no right to cut me out of this. Those are my kids!
Stefan: And you're going to be my wife, and Ric is my friend, and Damon is my brother. I have the chance to fix this for all of us so that's what I'm gonna do.

I'd turn my back on everyone here to make sure Elena's safe.

Stefan: An all-powerful Siren, imprisoned by a fork.
Sybil: Says the man who can be killed with a stick.

Listen, I hate my brother. And you hate yours. But Damon's got Jeremy. Klaus has the sword. And Shane has Bonnie. You and I are the only ones left with nothing. You said it yourself, right? Whoever finds the cure first gets to decide what to do with it. So what do you say? You want to be partners?

Salem witches are a great example of individualism and non conformity.

Stefan: I try so hard to hate him, I guess it's just pointless.
Elena: You care about him, so do I. But I love, Stefan.

You're here. And you're alive. Ish.

Stefan: I hope you like The Cure.
Rebekah: Funny.

Caroline: Why are you here?
Stefan: Because you're my friend. Because I know what it feels like to lose a mother. And because when you told me you hated me, it was pretty much the worst thing I had heard in a long time.
Caroline: I think we both know I never really hated you.

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