Skylar: Maybe we could go out for coffee sometime?
Will: Great, or maybe we could go somewhere and just eat a bunch of caramels.
Skylar: What?
Will: When you think about it, it's just as arbitrary as drinking coffee.

Sometimes I wish I had never met you. Because then I could go to sleep at night not knowing there was someone like you out there.

Lambeau

Will: Do you like apples?
Clark: Yeah.
Will: Well, I got her number. How do you like them apples?

My father died when I was thirteen and I inherited this money. Did you ever think that everyday I wake up, that I wish I could give it back, that I would give it back in a second, if it meant I could have one more day with him? But I can't. And that's my life and I deal with it.

Skylar

Skylar: You were hoping for a goodnight kiss.
Will: No, you know. I'll tell ya, I was hoping for a goodnight laid, but I'd settle for a good night kiss.
Skylar: [Bursts out laughing] How very noble of you.
Will: Thank you. But I was, you know, hoping for a good night kiss.

My boy's wicked smart.

Morgan

Real loss is only possible when you love something more than you love yourself.

Sean

I can be in the NBA. I'm tall, I like to wear shorts. Hook! Hook! Dunk! Dunk! Baby, I'm all about three points.

Skylar

If you ever disrespect my wife again, I will end you. I will fucking end you. You got that, chief?

Sean

See you Monday. We'll be talking about Freud and why he did enough cocaine to kill a small horse.

Sean

Look, you're my best friend, so don't take this the wrong way. In twenty years, if you're still livin' here, comin' over to my house to watch the Patriots games, still workin' construction, I'll fuckin' kill you. That's not a threat. Now, that's a fact. I'll fuckin' kill you.

Chuckie

Skylar: What if I said I wouldn't have sex with you again till I got to meet your friends, what would you say?
Will: I'd say it's four-thirty in the morning, they're probably up.

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Good Will Hunting Quotes

I can be in the NBA. I'm tall, I like to wear shorts. Hook! Hook! Dunk! Dunk! Baby, I'm all about three points.

Skylar

Will: Do you like apples?
Clark: Yeah.
Will: Well, I got her number. How do you like them apples?