“- Richie: Clark! You kissed a girl before I did?
- Clark: This is way better than macaroni!”
David Spade - Richie
Jon Heder - Clark

“Hank, you know, I've never, I've never even kissed a girl before. And you know what? If being rich will change that, I'm all for it. I don't care. I just wanna feel it, you know? I just wanna know what people do, you know? I don't care if it's 'cause of the money.”
Billy Bob Thornton - Jacob

“I knew that when I kissed this girl, I would be forever wed to her.”

Leonardo DiCaprio - Jay Gatsby

“- Tracy Lord: I don't seem to you made of bronze?
- Macaulay Connor: No, you're made out of flesh and blood. That's the blank, unholy surprise of it. You're the golden girl, Tracy. Full of life and warmth and delight.”
Katharine Hepburn - Tracy Lord
James Stewart - Macaulay Connor

- Mrs. Van Hopper: Most girls would give their eyes for the chance to see Monte!
- "Maxim" de Winter: Wouldn't that rather defeat the purpose?
Florence Bates - Mrs. Van Hopper
Laurence Olivier - "Maxim" de Winter