McGivern: The weed of crime bears bitter fruit. Crime does not pay. The Shadow knows.
McGivern: If I don’t get total tit tonight, I will be using this razor to cut my throat. As I see it, sex is my only reason for living.
Dillon (Matt Damon): Then be careful you don’t cut your hand.
Dillon: Good grades, the right schools, the right colleges, the right connections–those are the keys to the kingdom. None of us ever goes off and lives by his wits. We do the things they tell us to do and then they give us the good life.
Dillon: I envy you.
David Green (Brendan Fraser): Me? Why?
Dillon: Cause if you get what you want, you’ll deserve it. And if you don’t…you’ll manage.
David Green: You never told me what religion you are.
Chris Reese (Chris O’Donnell): I’m a Methodist.
David Green: A Methodist. And all this time I didn’t know it.
Jack Connors (Cole Hauser): Okay, I confess. I’ll admit it, you know. I’m an anti-Semite. I crack Jew jokes, think they’re greedy, pushy. You wanna know something else guys? David Greene’s really the first one I’ve met up close.
McGoo: What’s you’re point, Connors?
Jack Connors: He’s a good guy.
Headmaster: I want to forget this ever happened.
David: No sir, you’re never going to forget it happened. Because I’m going to stay here and everyday you see me you’ll remember that it happened. You used me for football, I’ll use you to get into Harvard.
Dillon: You know something? I’m still gonna get in to Harvard. And in 10 years nobody’s gonna remember any of this. But you’ll still be a goddamn Jew.
David: And you’ll still be a prick.