Sam: Look at these chemicals. Do you even read the label?
Dean: No. I read "pie." The rest is just "blah, blah, blah."

Do you ever get tired of urinating? I'll never get used to it.

Castiel

Dean: And even with Crowley here, this is the safest place there is. And we need you man.
Kevin: Because I'm useful.
Dean: Because you're family. After all the crap that we've been through, after all the good that we've done. Man, if you don't think that we would die for you, I don't know what to tell you. Because you, me, Sam and Cas - we are all we've got.

You know, I've loved this body since the moment I first saw it. You're the prefect vessel Dean. You give a girl all sorts of nasty ideas. So go ahead and play hard to get, and I'll peel off this "no demons allowed" tattoo and blow smoke up your ass.

Abaddon

Abaddon: I so appreciate you boys coming when I call. That's what I like most about you Winchesters. Obedient... and suicidally stupid. I like that, too.
Dean: We going to fight or make out, 'cause I'm getting some real mixed signals here.

Torture? Brilliant. Can't wait to see Sam in stilettos and a leather bustier really putting the S.A.M. into S & M.

Crowley

We got work to do.

Sam

I meant what I said at the church. You're capable of anything, Sam. And hell if you didn't prove me right.

Dean

There is a war on, and it's on you. There's thousands of them out there. You said you lost your Grace. That means you're human. That means you bleed and you read and you sleep and all the things you never had to worry about before.

Dean

Sam: So what, I just die?
Bobby: Just die? All the good you've done. All the people you've saved. You've saved the world. How many people can say that? ... what you call dying, I call leaving a legacy.

There ain't no me if there ain't no you.

Dean

It hurts.

Castiel
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Supernatural Quotes

Why do they call this place The Empty? It's full. It's full of sorrow and despair playing over and over again of angels and demons dreaming about their regrets. Forever.

Ruby

Weird, creepy, off-the-grid "Children of the Corn" people? Yeah, I’m in.

Dean