1. Andie
   Liv
2. Tess
   Jesse

Andie Anderson is a fun-loving single girl. She works as a writer for a magazine.

1. Ben
   Harry
2. Michael
   Dylan

His full name is Benjamin Barry. His friends call him Ben for short.

1. Journalism
   Architecture
2. Coaching
   Advertising

He works in advertising.

1. Poise
   Runway
2. Composure
   Mode

Andie works at Composure.

1. Condos
   Watches
2. Diamonds
   Cars

There are two other members of Ben's advertising team. Their names are Tony and Thayer.

1. Paul Rudd
   Matthew McConaughey
2. Josh Lucas
   Michael Vartan

Matthew McConaughey plays the male lead.

1. Go-to
   How-to
2. DIY
   Cooking

Lana's assignment for Andie is to write a story on How-to ... lose a guy in 10 days. If she writes this article, Lana tells Andie she'll give her more freedom in her writing.

1. Kate Bosworth
   Reese Witherspoon
2. Kate Hudson
   Rachel McAdams

Kate Hudson plays Andie.

1. 3
   5
2. 10
   12

Aware of Andie's writing assignment, the Judys suggest Andie to Ben as the woman he needs to fall in love with him in order to win the bet. They point her out at a party calling her, 'the blonde with the pretty smile'.

1. Concert tickets
   Basketball tickets
2. VIP club passes
   Red carpet passes

He 'accidentally' knocks over the purse and finds Knicks tickets. Little does Ben realize that Andie planted them and left the purse at his place on purpose!

1. Staten Island
   Queens
2. The Bronx
   Brooklyn

He and Andie travel there for a weekend.

1. "You've Got Mail"
   "When Harry Met Sally..."
2. "While You Were Sleeping"
   "Sleepless in Seattle"

While at the movie, Andie keeps talking to Ben and disturbs the other movie-goers. One of them gets so mad, he punches Ben in the face!

1. Popcorn
   Hot dog
2. Pizza
   Soda

She tells Ben that she's parched. When he returns, she takes a sip and asks him for diet. She makes Ben miss the end of the exciting game!

1. Simpson
   Green
2. Greer
   Aguilera

Judy Spears is played by actress Michael Michele. Judy Green is played by actress Shalom Harlow. They were known as 'The Judys' in the movie.

1. Kirstie Alley
   Shelley Long
2. Emma Thompson
   Bebe Neuwirth

Bebe Neuwirth plays Lana.

1. Princess Margaret
   Princess Consuela Banana Hammock
2. Princess Sophia
   Princess Leia

Andie says, "Little, big, little, big? I don't know. We will find out!" This rightfully so causes Ben to suggest alternative names that are more masculine, "Something like a Spike, a Butch, a Krull the Warrior King!"

1. Roger
   Phillip
2. Thomas
   Tony

Phillip is played by actor Robert Klein.

1. Playing charades
   Watching a basketball game
2. Playing a. board game
   Playing cards

The family is out on the back porch playing "Bulls**t". The family leader board reveals Ben is in the lead, but his family helps Andie beat him at his own game!

1. Ride his motorcycle
   Play basketball
2. Build a bonfire
   Play poker

During this scene, they are eating ice cream, and then he teaches her about the clutch, etc. She takes off and he hops on the bike behind her to help!

1. $50
   $100
2. $150
   $300

At the end of the movie he realizes that the therapist was actually one of Andie's coworkers and tells her that she owes him $300! It was from the couples therapy session that came the suggestion of taking Andie home to Staten Island.

1. Rockettes performance
   Celine Dion concert
2. Disney on Ice show
   Community theater production

Ben was unpleasantly surprised to learn that Andie's "tickets" were not exactly what he was hoping for!

1. A fern
   A kitten
2. A photo album
   A puppy

She refers to it as their 'love fern', and wants Ben to take care of it like their relationship. When she thinks the plant has died, she asks Ben, "Are you gonna let us die too?"

1. 3 days
   4 days
2. 7 days
   9 days

Ben asks the therapist if that's too soon to be seeing a therapist. Andie says, "Well, Ben, seven days isn't like a lifetime or anything ..." And he replies, "It's like a week."

1. DeLauer
   Harry Winston
2. De Beers
   Tiffany's

The DeLauers host a diamond party. It is at this party where the bet comes to an end.

1. Green
   Red
2. Yellow
   Purple

Andie's yellow dress was designed by celebrity designer Dina Bar-El. It had a long open back and Ben thought she looked stunning.

1. The Queen's Diamond
   The Isadora
2. The Goldfinch
   The Heart of the Ocean

The Isadora is a yellow diamond.

1. "You're So Vain"
   "Respect"
2. "These Boots Are Made for Walkin"
   "You Don't Own Me"

Ben joins her and they begin changing the words to the song to insult each other.

1. Sidecar
   Whiskey sour
2. Manhattan
   Cosmopolitan

Mrs. DeLauer asks Ben to order her a drink at the bar. She has a crush on him despite their obvious age difference.

1. A Diamond Lasts Forever
   Give Her DeLauer
2. Frost Yourself
   You're One in a Million

Frost Yourself was created by Ben, but inspired by Andie. Phillip then shouts it out the window, "Women of New York! Frost Yourself!"

1. Washington, D.C.
   Chicago
2. Los Angeles
   Boston

Andie wants to write about politics, religion, and other topics besides beauty and dating, but Lana won't let her. Therefore she heads to D.C. to pursue a new journalism career.