Dean Winchester: My whole life, I always believed that what we do was important. No matter what the cost, no matter who we lost, whether it was Dad or... or Bobby or... And I would take the hit. But I kept on fighting because I believed that we were making the world a better place. And now Mom and Cas... And I... I don't know. I don't know.
Sam Winchester: So now you don't believe anymore.
Dean Winchester: I just need a win. I just need a damn win.
Billie (to Dean): That doesn't sound like the Dean Winchester I know and love. The man who's been dead so many times but it never seemed to stick. Maybe you're not that guy anymore, the guy who saves the world, the guy who always thinks he'll win no matter what. You have changed. And you tell people it's not a big deal. You tell people you'll work through it, but you know you won't, you can't, and that scares the hell out of you.
Dean Winchester: Dude, what is going on with you?
Sam Winchester: What are you talking about?
Dean Winchester: All day. You give me a-a beer for breakfast. You... you gave me Agent Page, which you always like to be. You... you didn't whine about me blaring my music the whole way here. And when we stopped for lunch, you ordered me chili fries.
Sam Winchester: You love chili fries.
Dean Winchester: Everybody loves chili fries. That's not the point. Now you wanna go hang out at a strip club? You hate strip clubs.
Sam Winchester: No, I don't.
Dean Winchester: Dude, the last lap dance you had was... was at Christmas. It was a gift paid for by me. You spent the entire song trying to convince the girl that she should go to nursing school. So what is it? It is my birthday? Did... did I win a bet that I don't know about? What?
Sam Winchester: No, nothing. Nothing. I-I mean, I'm just trying to be nice.
Jack: Sam thinks you were right, that... that I'm good. He wants me to believe it, and I wanna believe it, too. It's just, I... I've hurt people. I didn't mean to. It was an accident. And I know I should feel bad, and I say I feel bad, but most of the time, I mostly... I don't feel anything. And that's why I think maybe... Maybe I'm a monster.
Mia Vallens: Jack. It doesn't matter what you are. It matters what you do. And even monsters can do good in this world.
Sam Winchester: Our mom, Mary, she's trapped on the other side. If we can get your powers back, maybe we can open that door up. Maybe...
Jack: You wanna save her.
Sam Winchester: Yeah. Yeah, I do. But... if this doesn't work, if that can't happen, that's okay, because I do care about you. But I should've told you. I'm sorry.