How to Lose a Guy in 10 Days (2003)

Ben: Hanging with her for 10 days is gonna be no problem.
Tony: Right. That's only nine days longer than you've ever spent with any other chick, huh?

Tony: Couples therapy, it'll buy you at least four days.

Andie: Benny boo boo... boo boo boo.

Andie: You can't lose something you never had.

Thayer: We, you know, we got a whole bunch of work we have to do, but we're still on for poker at your house this weekend?
Ben: Oh, you count on it.
Andie: Whoo! Boys' night.
Tony: Whoo.

Andie: Does Krull the Warrior King want to come out and play?
Ben: No.
Andie: Krull.
Ben: You know what, due to intense humiliation, the king has momentarily abdicated his throne, okay?
Andie: Oh. Uh-oh.
Ben: Yeah.
Andie: Well, in that case, I better get going. Take care of our love fern, honey.

Jeannie Ashcroft: Drama, drama, drama.

Andie: True or False: All's fair in love and war.
Ben: True.
Andie: Great answer.
Ben: Good question.

Andie: I want you to respect me.
Ben: I do. And, I want your respect.
Andie: I respect you for respecting me.
Ben: I respect that.

Michelle Rubin: So, tell me, how long have you guys been seeing each other?
Andie: Seven days.
Michelle Rubin: Seven days. Interesting.
Ben: Is that too soon to be seeing a therapist?
Andie: Well, Ben, seven days isn't like a lifetime, or anything.
Ben: It's like a week.

Andie: Hey, listen, Sparky. I have a masters in journalism from Columbia, my boss loves me, and if I do it her way for a while, I can write about whatever I want.
Ben: Like, shoes?

Andie: I'm taking this love fern with me.

Ben: Let's take a break because the woman is driving me crazy.
Tony: Which woman? Andie or Princess Sophia?

Andie: Our love fern! You let it die.
Ben: No, honey, it's just sleeping.

Ben: Look, look, look, wait a minute. The one night we even thought about having sex, all right, she up and decides she's going to nickname my.
Michelle Rubin: Penis?
Ben: Yeah. "Princess Sophia." You want to talk about shooting a man's horse? Whop! Come on.

Glenda: Now Andie, I hope you know that we expect you to come back here because you have held Ben to his lowest bullshit score since his tonsillectomy and we are thrilled.
Jack: Lowest.
Andie: Why, were all his other girlfriends bullshit losers?
Glenda: What other girlfriends? You are the first girl he ever brought home! Don't you break his heart now.

Sensitive Moviegoer: Now, I'm going to go back inside and finish watching "Sleepless in Seattle." Nobody screw with me.

Michelle Rubin: Why this place?
Jeannie Ashcroft: It's perfect. Hi, Ingrid.
Mullen's Hostess: Hi.
Jeannie Ashcroft: Mullen's is the apres-work watering hole for the upwardly mobile.

Ben: Excuse me, ma'am.
Jeannie Ashcroft: Holy crap.
Ben: Where's Andie Anderson?
Jeannie Ashcroft: Uh, she's not here.
Ben: Where is she?
Michelle Rubin: She quit.
Jeannie Ashcroft: She's got an interview in Washington.
Ben: When is she leaving?
Jeannie Ashcroft: Today.
Ben: When?
Jeannie Ashcroft: Well, like, now.
Ben: You're not a therapist, are you?
Michelle Rubin: Oh, haha... no.
Ben: Good job, though. You owe me three hundred bucks.

Lana Jong: Who's that chic Buddhist Richard Gere is always cavorting with?
Jeannie Ashcroft: The Dali Lama?
Lana Jong: He's fabulous.