Pay attention to the scene after Jack kisses Karen. After Jack and Will leave, and Karen faints, you can hear her hit the soft padding on the floor instead of the floor itself.
Grace: I have a chance to design Nathan Barry's house.
Jack: The publicist? That man RUINED my career!
Will: Wait, wait. You had a career and you didn't tell me?
Will: I was just playing with you.
Nathan: How boring. Do you enjoy playing games?
Will: Yeah, I'm a big game player. One of my favorites is the 'Be Nice to Waiters' game. Yeah, if you win, you get to not go to hell.
Jack: Politically, I'm tolerant of the heterosexual lifestyle, but the actual act is rather revolting.
Karen: Oh, honey, you still doing the law thing?
Will: Honey, you still doing the 'I married for love' thing?
Will: (to Grace about Nathan) I hope you get the job, but this guy is a creep. My god, he put the 'noxious' in obnoxious. Actually, he puts the 'ob' in it, too.
Nathan: Don't buy time by repeating what I say. I need to see where you live. Why would I hire a designer who lives in a dump?
Grace: I'm not buying time by repeating what you say. I know you have to see where I live. Why would you hire a designer who lives in a dump?
Nathan: I like you. If you ever find yourself not working for her..
Karen: Oh, Nate...I find myself not working for her all the time.
Nathan: I don't really do humor.
Grace: Oh, I'm not funny. Ask anyone.
Karen: I'll vouch for that.
Grace: (to Jack) Three people saw "Just Jack". Two of them were just us.
Jack: Headline! I'm in love.
Will: I must've missed that headline. Then again, I don't read the farm report.
Jack: His name is Ramon, thank you for asking. He's from the Dominican Republic. That's on the island of Hispañola. I'm loving and learning at the same time.
Will: I'm listening and not caring at the same time.
Grace: What do you think of this outfit?
Will: It's fine.
Grace: Fine means crap.
Will: It's good.
Grace: Good means fine.
Will: Well if good means fine and fine means crap, doesn't that mean that good means crap?
Grace: The most important interview of my career and you're doing little word puzzlies??
Grace: Will... Will... please... please.. I'm begging... One more date... please... unless he wants a third.
Will: Oh... for god's sake Grace! Why don't you just dress me up in fish net stockings and thigh high boots?!
Grace: You'll do that?
Jack: Ok, focus. All right? The key to dating the undesirable is visual-eye-sation, all right? Now, it's the end of the evening, and Karen, who is totally smitten with me at this point - thank you very much - awaits a good-night smooch.
Karen: Oh, Lord, Jack, I just reapplied.
Jack: And as she leans in... leaning. Thank you. I don't see Karen. I see "Dawson's Creek" heartthrob James Van Der Beek. This is an image that works for me, ok? Utilizing my powers of concentration I am now able to kiss James. (To Karen) I mean Karen. (To Will) No, I mean James!
Grace: You know how you show up late, don't do any work around the office, and don't know how to use the fax or the computer, and spend your day criticising what I wear?
Grace: Keep doing that.
Jack & Will: Sunshine, and Rain. Sunshine, and Rain.
A quick reference to the musical Babes In Toyland.
Jack: How do you solve a problem like Will Truman?
The quick back and forth between Jack and Will, along with the line above is a quick reference to the musical The Sound Of Music.
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