“I'd rather be with someone for the wrong reasons than alone for the right.”
Lea Thompson - Amanda Jones

“- Gerry Fleck: She had dozens of boyfriends.
- Cookie Fleck: Hundreds.
- Gerry Fleck: Hundreds?
- Cookie Fleck: Yeah, hundreds.
- Gerry Fleck: Well, I did not know that! Not that... not that I didn't have quite the reputation myself. I was known by, you know, some, to be quite the Casanova.”
Eugene Levy - Gerry Fleck
Catherine O'Hara - Cookie Fleck

“- Lenny Haise: He's got a very pretty girlfriend, doesn't he?
- Chrissy Thomkins: It is serious, do you know?
- Lenny Haise: Very serious. I'm single!
- Chrissy Thomkins: What about the bass player?
- Lenny Haise: He's married!”
Steve Zahn - Lenny Haise
Sarah Koskoff - Chrissy Thomkins

“One question: are you here 'cause you need someone, or 'cause you need me? Forget it, I don't care.”
John Cusack - Lloyd Dobler

“Let me ask you something. If you know so much about men and women, how come there was no one waiting for you at the airport?”
Meg Ryan - Kate