Sam: Turns out Harold was stealing the other residents' Viagra.
Dean: I know. It's a real dick move.

Dean: I always did have a thing for Blanche on Golden Girls.
Sam: Seriously?
Dean: Hey, don’t judge what you don’t understand, Sammy.
Sam: No, I’m not judging. I just always had a thing for Sophia.
Dean: Yeah, I can see that.

So, pit stop on Mount Doom?

Dean

What's a dad bod?

Dean

Woman: What kind of FBI agents are you?!
Dean: The fake kind.

Kind of makes you nostalgic for good old fashioned herpes.

Dean

My name is Dean Winchester and I am on a mission from the future.

Dean

Sam: Be safe.
Dean: When am I not?

What's it been, like three days now? We got to cheer (Bobby) up. Maybe I'll give him a back rub.

Dean

I broke you, but I can still smell it. You’ve got that delectable little whiff of defiance.

Lucifer

We hunt Lucifer, trap the bastard and save Cas.

Dean

Every demon in Hell hates you.

Lucifer

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