John Winchester: My fight. It was supposed to end with me, with Yellow Eyes. But now you... you are a grown man, and I am incredibly proud of you. I guess that I had hoped, eventually, you would... get yourself a normal life, a peaceful life, a family.
Dean Winchester: I have a family.
Dean Winchester (to Sam): A serial killer clown. I mean, this is, like, the best/worst thing that's ever happened to you, you know, 'cause you love serial killers, but... but you hate clowns.
Sam Winchester: What you're doing now, i-it's... it's wrong! It's quitting! I mean, l-look what just happened. Donatello never quit fighting. So we could help him because he gave up. I believe in us, Dean. (Sam punches Dean) I believe in us. (they hug) Why don't you believe in us, too?
Dean Winchester: Okay, Sam. Let's go home.
Sam Winchester: What?
Dean Winchester: Let's go home. Maybe Billie's wrong. Maybe. But I do believe in us. I believe in all of us. And I'll keep believing until I can't. Until there's absolutely no other way. But when that day comes... if that day comes... Sam, you have to take it for what it is... the end. And you have to promise me that you'll do then what you can't do now, and that's let me go. And put me in that box. (turns to Cas): You, too.
Sam Winchester: Yeah, all right. All right. All right.
Dean Winchester: Now, you heard me. Let's go home. Just don't hit me again, okay?
Sam Winchester: When it comes to you, you just throw in the towel? Or are you sorry that, after all these years, our entire lives, a-after I've looked up to you, after I've learned from you, I-I-I've copied you, I followed you to Hell and back, are you sorry that all of that... it... it... it means nothing now?
Dean Winchester: Who's saying that?
Sam Winchester: You are, when you tell me I have to kill you. When you're telling me that I have to just throw away everything we stand for, throw away faith, throw away family. We're the guys who save the world. We don't just check out of it!
Dean Winchester: There's one thing you can cook better than anybody on the planet.
Mary Winchester: Winchester Surprise?
Dean Winchester: Yeah.
Mary Winchester: I can't believe you remember that. I can't believe I ever fed that to you and John. It was so greasy, like... Heart attack on a plate.
Dean Winchester: A delicious heart attack on a plate, okay? I would like mine with extra cheese.
Mary Winchester: All right, then.
Dean Winchester: Yes. (Mary turns around to go grocery shopping) Oh, and, uh...
Mary Winchester: Pie!
Dean Winchester: Get out of my head.
Michael: You don't mean that, Dean, not really. You may lie to them, but, deep down, I know you. I am you. You only tolerate the angel because you think you owe him, because he "gripped you tight and raised you from Perdition." Or whatever. But since then, what has he done? Only made mistakes, one after the other. And, Sam... oh, Sam... You know, Dean was his happiest when you quit hunting, leaving him with your dad, just the two of them. See, deep down, he knows that you will always abandon him, again and again.
Dean Winchester: Shut up!
Michael: You don't need them. You don't even like them. They're not your family... they're your responsibilities. They're a weight around your neck. And deep down, you wanted... you were desperate to get away from them. And that is why you said yes.
(Dean and Jack are fishing...)
Dean Winchester: You are a cheap date. This certainly isn't Tahiti.
Jack: You once told me you and your father did the exact same thing. It was your happiest memory of him.
Dean Winchester: I didn't say that.
Jack: It was how you said it. I could tell. I guess my point is that... if I don't make it... The stuff I'd miss... it wouldn't be things like Tahiti. Or the Taj Mahal. I'd miss more time with you. I'm getting that life isn't all these big, amazing moments. It's time together that matters. Like this.
Dean Winchester: Well, who'd have thought hanging out with me would make you sentimental?
Jack: I've had a good life, Dean.
Jack: Since I've been alive, everyone assumed I would be this special "person" who goes on forever. Only now it looks like forever might be a couple of weeks, so...
Dean Winchester: We don't know that.
Jack: What I do know is I'm done being special. Before my life is over, I want to live it. I-I just want a chance to... get a tan... to see a hockey game... get a parking ticket... get bored... and when it's all over... die.