The Shadow: I meant what I said. I want you to suffer. I want you to go back to your normal life, to forget about this, to forget about me until you give yourself permission to be happy and when you let the sun shine on your face, that's when I'll come. That's when I'll come to drag you to nothing.
Castiel: I accept.

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Castiel: This doesn't feel right. It's not how I thought Jack's story would end.
Sam: None of us did.

Don't be sad. Maybe this is how things are meant to be.

Jack

I'm getting that life isn't all about these big amazing moments. It's time together that matters.

Jack

Dean: What do you think?
Jack: It's like I'm you.

What I do know is that I'm done being special. My life is over; I want to live it.

Jack

I know a lot of people have a lot of strong feelings about my father, but I'm trying really hard not to be like him.

Jack

Nurse: Cause of death?
Castiel: He was stabbed through the heart, and he exploded.

There is a devil, and we should try to fight him, but sometimes we just can't.

Nick

Harper: I tried to kill you.
Jack: Every relationship has it's stuff, right?

It's my life Sam. Not yours and not hers.

Charlie

Harper: Do you believe in love at first sight?
Jack: Do you mind if I use the bathroom?

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.