A very rich and successful playboy amuses himself by stealing artwork, but may have met his match in a seductive detective.

[at Crown's tropical resort]
Catherine Banning: Oh! This must go over!
Thomas Crown: With whom?
Catherine Banning: Whoever you bring here.
Thomas Crown: I never bring anyone here.
Detective Michael McCann: Can I drop you someplace? At your hotel?
Catherine Banning: One, I keep an apartment here, and two, I am going to your office.
Detective Michael McCann: [pause] She keeps an apartment. I keep goldfish.
Thomas Crown: You look wonderful!
Catherine Banning: Thank you! How are you?
Thomas Crown: Popular.
Catherine Banning: Damn, I hate being a foregone conclusion.
[Catherine looks out the plane window at a tropical island]
Catherine Banning: That island isn't Manhattan.
Thomas Crown: It's not?
Catherine Banning: I have appointments.
Thomas Crown: Wanna keep 'em?
[Catherine is clearly upset]
Detective Michael McCann: Are you okay?
Catherine Banning: Yeah.
Detective Michael McCann: You know I was okay once. My girlfriend went out one night and came back... married. I told everyone that I didn't care, and then I fucked five women in three days, flipped my car on an on-ramp, beat a suspect unconscious, got suspended... but I was "okay."
[Banning shows up at a ball wearing a red sash]
Thomas Crown: This is a black and white ball.
Catherine Banning: That's okay, I wasn't invited anyway.
Catherine Banning: I would let you in, but...
Thomas Crown: But the world is watching.
Catherine Banning: Yes.
Thomas Crown: Besides, you haven't got any furniture.
Catherine Banning: Oh that's good.
Thomas Crown: Regret is usually a waste of time, as is gloating
John Reynolds: Tommy, that's a hundred thousand dollars on a goddam golf swing!
Thomas Crown: It's a beautiful Saturday morning, John... What the hell else have we got to do?
Catherine Banning: This is an elegant crime, done by an elegant person. It's not about the money.
Detective Michael McCann: So, who steals a Monet, just to not sell it?
Catherine Banning: A Monet lover.
[Looks at a computer on a desk]
Catherine Banning: Whose desk is that?
Detective Paretti: Er...
Catherine Banning: Can I use it?
Detective Paretti: Sure.
Catherine Banning: OK, let's dig up all the major art auctions of the last five years, and see who's been bidding on Monets.
Catherine Banning: [Holds up a sheet of paper with details of auctions] See anyone we know?
Detective Michael McCann: [Looks at list. Sees Thomas Crown listed as a bidder on a Monet] Him? A big day for this guy is takin' off his tie! He's a finance geek?
Catherine Banning: Is he?
Catherine Banning: What was it?
Thomas Crown: Nice little Renoir...
Catherine Banning: Oh... Renoir
[beat]
Catherine Banning: Nice little copy?
Thomas Crown: We'll never know will we?
The Psychiatrist: I want you to talk about women.
[waits for a few moments]
The Psychiatrist: Mr. Crown?
Thomas Crown: I'm sorry?
The Psychiatrist: Women. You get to talk about women.
Thomas Crown: Oh, I enjoy women.
The Psychiatrist: Enjoyment isn't intimacy.
Thomas Crown: And intimacy isn't necesarily enjoyment.
The Psychiatrist: How would you know? Has it occured to you that you have a problem with trust?
Thomas Crown: [smirking] I trust myself implicitly.
The Psychiatrist: But can other people trust you?
Thomas Crown: Oh, you mean society at large?
The Psychiatrist: I mean women, Mr.Crown.
Thomas Crown: Yes, a woman could trust me.
The Psychiatrist: Good. Under what extraordinary circumstances would you allow that to happen?
Thomas Crown: A woman could trust me as long as her interests didn't run too contrary to my own.
The Psychiatrist: And society? If ITS interests should run counter to your own?
[Crown smiles]
Detective Michael McCann: [about Thomas Crown] Do you realize what kind of flesh-eating lawyers this guy is going to have?
Detective Michael McCann: Give.
[pause]
Detective Michael McCann: You know what? Life is full of shitty conflicts, okay? Give!
Thomas Crown: Do you want to dance? Or do you want to DANCE?
Catherine Banning: Men make women messy.
Detective Michael McCann: So I'm stuck with you on my back.
Catherine Banning: Oh, come on Lieutenant. Who knows, you might enjoy it.
Detective Michael McCann: I love this neighborhood. Some of these broads are wearing my salary.
Catherine Banning: You really think there's "happy ever after" for people like us?
Catherine Banning: Do you really think I am going to sleep with the man I am investigating?
The Psychiatrist: [laughing] Peter Pan grows up, and discovers there's no place to land!
Thomas Crown: What a funny, dirty little mind!
Vicki Anderson: It's a funny, dirty little job! So shoot me in the leg!
Thomas Crown: [looks at Vicki, who is standing next to the chess table] Do you play?
Vicki Anderson: Try me.
Detective Michael McCann: Monet's unknown masterpiece, Dogs At Cards.
Thomas Crown: I hope it's not because you find my company monotonous.
Thomas Crown: Here's to the fear of being trapped.
Thomas Crown: Left early. Please come with the money... or, you keep the car. All my love, Tommy.
Catherine Banning: Am I really that transparent?
Vicki Anderson: What do you get for the man who has everything?
Sandy: You're mad! Absolutely mad!
Thomas Crown: What else can we do on Sunday?