Castiel: You know, Michael, I never really liked you. Even when I was just another angel, I thought you were too haughty, too... To paraphrase a friend, you had an entire oak tree shoved up your ***. But now? I'm looking at you, and I...I just pity you. Because you were never God's favorite. You were just a little part of his story, a tiny part of his story. You weren't even a star. At least Lucifer knew that God can't be trusted. But I guess he was always the smart one.
Rowena: What am I picking up from you two? A wee tiff? Tell your Auntie Rowena.
Dean Winchester: It's fine. Don't worry about it.
Castiel: It's fine.
Rowena: Boys? Fix it. I don't have many regrets, but the few I do still haunt me. Making Napoleon so short was just bitchy. Telling Mick Jagger he had no future when I dumped him. And, well, everything with dear Fergus. Then one day, you die, you go to hell, they make you queen, and... you can't make it right. So fix it!
Sam Winchester: Like, if, for some reason, he were out of commission.
Dean Winchester: Which is weird, considering that he's supposed to be untouchable, unless he is not... untouchable.
Sam Winchester: So, he has an Achilles heel.
Dean Winchester: Well... I'm saying he has a weak spot.
Sam Winchester: Yeah, that's... that's...
Sam Winchester: Did I die?
Dean Winchester: Oh, come on.
Sam Winchester: Did you sell your soul for me? Like Dad did for you?
Dean Winchester: Come on. No.
Sam Winchester: Tell me the truth. Dean, tell me the truth.
Dean Winchester: Sam.
Sam Winchester: How long you get?
Dean Winchester: One year. I got one year.
Sam Winchester: You shouldn't have done that. How could you do that?
Dean Winchester: Don't get mad at me. Don't you do that. I had to. I had to look out for you. That's my job.
Sam Winchester: And what do you think my job is?
Dean Winchester: What?
Sam Winchester: You saved my life over and over. I mean, you sacrifice everything for me. Don't you think I'd do the same for you? You're my big brother. There's nothing I wouldn't do for you. And I don't care what it takes. I'm gonna get you out of this. Guess I gotta save your ass for a change.
(Sam died and Dean is refusing to bury or burn him...)
Dean Winchester (to Sam): You know, when we were little... and you couldn't have been more than 5... you just started asking questions. How come we didn't have a mom? Why do we always have to move around? Where'd Dad go? He'd take off for days at a time. I remember I begged you, "Quit asking, Sammy. Man, you don't wanna know." I just wanted you to be a kid. Just for a little while longer. I always tried to protect you. Keep you safe. Dad didn't even have to tell me. It was just always my responsibility, you know? It's like I had one job. That one job. And I screwed it up. I blew it. And for that, I'm sorry. I guess that's what I do. I let down the people I love. I let Dad down. And now, I guess I'm just supposed to let you down too? How can I? How am I supposed to live with that? What am I supposed to do? Sammy. What am I supposed to do? What am I supposed to do!?
Bobby Singer: I gotta admit I could use your help. Something big is going down. End-of-the-world big.
Dean Winchester: Well, then let it end!
Bobby Singer: You don't mean that.
Dean Winchester: You don't think so? Huh? You don't think I've given enough? You don't think I've paid enough? I'm done with it. All of it.
(Sam gets stabbed in the back by Jake Talley)
Dean Winchester: Sam. Hey. Hey, come here. You're okay, champ. Hey. Look. Look at me. It's not even that bad. It's not even that bad, right? Sammy? Sam! Hey, listen to me. We're gonna patch you up, okay? You'll be good as new. Huh? I'm gonna take care of you. I got you. It's my job, right? Watch out for my pain-in-the-ass little brother. Sam. Sam. Sam. Sammy! No. No, no, no. Oh, God. Oh, God. Sam!
(After Dean escapes dream reality created by a Djinn...)
Sam Winchester: I'm glad you dug yourself out, Dean. Most people wouldn't have had the strength. They would have stayed.
Dean Winchester: Yeah. Lucky me. I gotta tell you, though, man. You had Jess. Mom was gonna have grandkids.
Sam Winchester: Yeah, but, Dean, it wasn't real.
Dean Winchester: I know. But I wanted to stay. I wanted to stay so bad. I mean, ever since Dad... all I can think about is how much this job's cost us. We've lost so much. We've... sacrificed so much...
Sam Winchester: But people are alive because of you. It's worth it, Dean. It is. It's not fair. And, you know, it hurts like hell, but it's worth it.