“- Andie: Unattached?
- Ben: Currently.
- Andie: Likewise.
- Ben: Surprising.
- Andie: Psycho?
- Ben: Rarely. Interested?
- Andie: Perhaps.
- Ben: Hungry?
- Andie: Starving.
- Ben: Leaving?
- Andie: Now?”
Kate Hudson - Andie Anderson
Matthew McConaughey - Ben Barry

“- Huck Finn: You gonna let her do that to you?
- Tom Sawyer: I think she likes me.
- Huck Finn: She pushes you off a bridge cuz she likes you? I think you're both crazy.”
Brad Renfro - Huck Finn
Jonathan Taylor Thomas - Tom Sawyer

“I'd like to see you with your pants off, Mr. Reed.”
Diane Keaton - Louise Bryant

“I love you, Roxy, you're prettier than any Eva.”
Bruce Abbott - Jack Ruffin

“- Bess: You have a visitor in there, a Miss Sophie De Vega.
- Lou Peckinpaugh: Pretty?
- Bess: Prettier than me, but I'm easier.
- Lou Peckinpaugh: I'm saving you for the rainy season.”
Stockard Channing - Bess
Peter Falk - Lou Peckinpaugh