Stefan: What's the point of the jailbreak?
Damon: I thought you needed a hug, Stefan

I happen to like the edge, Stefan. Your problem is your inability to resist falling over it.

Elena: How does he look?
Damon: Pasty and pouty.
Elena: He'll have to get over it.

You’re right. I didn’t have to kill you. I do a lot of things I don’t have to do.

Alaric: You’re going to recycle that same crap-ass apology you gave to Mason Lockwood?
Damon: Yeah, well. I didn’t mean it with him.

Damon: But remember back when you liked me, and we conspired to kill Mason Lockwood?
Alaric: Yeah. And?
Damon: I think he’s still a little pissed.

Tyler can't be helped, at least now while Klaus is alive. Which is, like, always.

Greetings, blondie. Witchie.

You know Stefan. Journaling. Reading. Shaping his hair.

Caroline: How do I fix him?
Damon: Get a new boyfriend.

No one's gonna hurt you, Elena. Especially not my brother.

I promise you. I will never leave you again.

Vampire Diaries Quotes

Elena: Damon!
Damon: I'm not gonna hurt him, Elena. I'm the good guy now, remember?
Elena: What does that mean?
Damon: I'm gonna have a civil conversation with your father.

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