What we do isn't even hunting anymore. It's Whack-a-Mole.

Dean

Dean: Well, what now? You're not going to dust us.
Chuck: Oh, yeah. Why not?
Dean: Because you're holding out -- for your big finish!

Dean: I'm telling you we're cursed.
Sam: Dean, we're not cursed. We're just having a bad day.

Mommy, the giant's crying!

Garth's daughter

Garth: Who did you guys piss off?
Sam: God?
Gertie: I'm sorry? What?
Sam: Yeah.

I don't know how much more of this normal life I can take.

Dean

Chuck didn't do this to keep us off our game. He wants us weak cuz he's coming for us, Sammy. And if he does, and we haven't figured this out, we're DOA.

Relax. We might actually have some fun.

Dean

After God made the world, he couldn't stop. He wanted more. But he needed to create a perfect harmony, a Swiss watch so this world could keep tick, tick, ticking in his absence. He had no choice but to build himself into the framework. It's his only weakness.

Billie

Not-Kaia: I saw you. You encouraged her. She was scared, and you pushed her to cross over.
Jack: I wanted to help her. She was in so much pain.
Not-Kaia: She's in pain now, and soon, she will die.

One measly life on the line and you're ready to lose it all? That's not just dumb, that's Winchester dumb.

Merle

Jack: How'd you survive alone. All that time.
Kaia: Miss Mary Mack. The nursery rhyme. My mom used to, uh, doesn't matter.

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