“- Teresa: You clearly don't know how to speak to women.
- Roland Sharp: I know how to speak to women. I clearly choose not to.”
Paula Garcés - Teresa
Tommy Lee Jones - Roland Sharp

“- Sir William Cecil: Forgive me, Madam, but you are only a woman...
- Elizabeth I: I may be a woman but if I choose I have the heart of a man! I am my father's daughter. I am not afraid of anything.”
Richard Attenborough - Sir William Cecil
Cate Blanchett - Elizabeth I

- Lloyd Dobler: I got a question. If you guys know so much about women, how come you're here at like the "Gas 'n' Sip" on a Saturday night completely alone drinking beers with no women anywhere?
- Joe: By choice, man.
John Cusack - Lloyd Dobler
Loren Dean - Joe

“- Krug: You ready to be a man?
- Justin: What?
- Krug: [referring to the girls] Pick one. Or both.”
Garret Dillahunt - Krug
Spencer Treat Clark - Justin

“- Earl Bassett: Dammit, Valentine! You never go for any girl unless she fits that stupid list of yours from top to bottom.
- Valentine McKee: Well, sure.
- Earl Bassett: Yeah, and it's dumber than my hind end! Like that Bobbie Lynn Dexter.
- Valentine McKee: Tammy Lynn Baxter!”
Fred Ward - Earl Bassett
Kevin Bacon - Valentine McKee