“- Bud White: I'd like to see you again.
- Lynn Bracken: Are you asking me for a date, or an appointment?
- Bud White: I don't know.
- Lynn Bracken: If you're asking me for a date, I should know your first name.
- Bud White: Forget I asked. It was a mistake.”
Russell Crowe - Bud White
Kim Basinger - Lynn Bracken

“- Paula: It would be a date if you asked me to have a drink tonight.
- Tripp: You wanna have a drink tonight?
- Paula: Can't. How about lunch tomorrow?
- Tripp: Sure. Wait. Tomorrow's Saturday.
- Paula: Sometimes I eat on Saturday.”
Sarah Jessica Parker - Paula
Matthew McConaughey - Tripp

“I think we should skip the whole courtship thing and just get married.”

Hope Davis - Joyce Brabner

“You've known me for a while, and all of a sudden, you ask me out. What took you so long?”

Julie Benz - Jesse Caldwell

You can't just go up to a woman and say, "Hi! I'm Dave! I like smoking pot, reading the sports page on the john... wanna have sex with me?".
Donal Logue - Dex