You’re scared. You think Katherine's going to send me off the deep end, don't you? I don't need her for that. [starts to leave, then turns back around] You know, why...why is it such a surprise that I would kiss you?
Because you feel something for her! Because you actually care. And I'm not gonna let Katherine come in here and destroy that part of you that is finally, after all of this time, willing to feel something. She'll try to break you. She'll try to break us. And how we respond to that will define us. It's our choice. So, no. I'm not gonna fight you.
Trust me Damon, when I'm up to something, you'll know it. Come on. Kiss me. Or kill me. Which will it be, Damon? We both know you're only capable of one...
Okay, wait. Wait. Brief pause. I have a question. Answer it and it's back to fireworks and rockets red glare. Answer it right, and I'll forget the last 145 years I’ve spent missing you, I'll forget how much I loved you, I'll forget everything and we can start over. This can be our defining moment, because we have the time. That’s the beauty of eternity. I just need the truth, just once-
That what we've been doing here means something? You’re the liar, Elena. There is something going on between the two of us and you know it. And you’re lying to me, and you’re lying to Stefan, and most of all your lying to yourself. I can prove it.
Damon (to Jeremy): You wanna shut out the pain? It's the easiest thing in the world! The part of you that cares, it just goes away. All you have to do is flip the switch and snap!(breaks Jeremy's neck)
There's nothing good about him, Stefan. Not anymore. He's decided what he wants. He doesn't want to feel, he wants to be hated - it's just easier that way. He got his wish. (sobs) I hate him, Stefan.