We're legacies because of you.

Sam

Sam: My brother and I, we hunt things. Evil things. Things that shouldn't exist.
Dean: And we're damn good at what we do.

A serial killer clown. This has to be the best thing that happened to us because you love serial killers but you hate clowns.

Dean

They always talk too much.

Dean

Sarah: Where are you going?
Nick: Wherever it's darkest. Wherever he is.

You're not chosen, pal. You're just a psycho.

Dean

One last case for the Winchester boys.

Dean

If we could have conversations that don't sound like death bed apologies, I'd appreciate it.

Sam

Dean, you were the one who was always there for me. The only one. You practically raised me.

Sam

Dean: I don't need to get shaky on this thing.
Sam: Wouldn't be the end of the world.

When people are past the point of saving, maybe you need to learn to walk away.

Dean

Everybody keeps asking me how I am. And how I am? I don't want to talk about it.

Dean

Supernatural Season 14 Quotes

A little of this, a little of that and yes, good boy. Hmm. Too much that. Disappointing.

Dean

Bobby: Life's a little different when you can't just zap people around, huh?
Jack: A lot different. Yeah.