“- Sue: You're gonna have to start deviating. He's breaking up with you.
- Paula: What?
- Sue: The only reason he ever brings girls home to meet us is 'cause he's gettin' ready to dump 'em.”
Kathy Bates - Sue
Sarah Jessica Parker - Paula

“- Jerry Falk: Where's the rifle? I need the rifle. I'm going to blow my brains out!
- Amanda: Oh, don't be so middle class!”

Jason Biggs - Jerry Falk
Christina Ricci - Amanda

“- Max Fischer: I thought you dumped me for Blume, then I thought...
- Rosemary Cross: I never dumped you, because we were never going out.”
Jason Schwartzman - Max Fischer
Olivia Williams - Rosemary Cross

“- Jack: I think I need time to... make the right choices. To...
- Anne: W-wait, wait, wait. I'm lost here. What are you saying?
- Jack: I think maybe I should be alone for a while.”
Jeff Bridges - Jack
Mercedes Ruehl - Anne

“My entire life, I've been nothing more than a stepping-stone to every relationship I've ever been in. There's always been a next guy who's better than me. For once in my life, I want to be that next guy.”
Dane Cook - Charlie