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20 Hilarious How to Lose a Guy in 10 Days Trivia questions and answers

By Stefanie·Updated Apr 2025·3 min read

Welcome to the How to Lose a Guy in 10 Days Trivia page! Test your knowledge of this iconic romantic comedy with Andie Anderson and Benjamin Barry.

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  1. 1What is the name of Andie Anderson’s magazine in the movie?

  2. 2What is Benjamin Barry’s profession?

  3. 3What type of article is Andie Anderson assigned to write?

  4. 4What is the name of Benjamin Barry’s big account in the movie?

  5. 5What nickname does Andie give Benjamin’s love fern?

  6. 6What song does Andie sing at the karaoke bar to embarrass Benjamin?

  7. 7What does Andie name the dog she gives to Ben?

  8. 8What game does Andie sabotage during Ben’s boys’ night?

  9. 9What kind of food does Andie insist Ben order during their dinner date?

  10. 10What pet does Andie bring to Ben’s apartment to annoy him?

  11. 11Who directed How to Lose a Guy in 10 Days?

  12. 12Which two actors played the lead roles of Andie and Ben?

  13. 13What year was the movie released?

  14. 14What was the inspiration for the movie?

  15. 15What was Kate Hudson’s real-life connection to the jewelry scene in the movie?

  16. 16What iconic line does Andie say to Ben about their relationship?

  17. 17What was the movie’s box office gross worldwide?

  18. 18What theme song plays during the final scene of the movie?

  19. 19What New York City landmark is prominently featured in the movie?

  20. 20What nickname did critics give Kate Hudson after the movie’s release?

Answer Key

  1. 1. Composure Andie writes for this fictional women’s magazine.
  2. 2. Advertising executive Ben works in the competitive world of advertising and uses his charm to win clients.
  3. 3. "How to Lose a Guy in 10 Days" She must document the mistakes women make in relationships to push men away.
  4. 4. The DeLauer Diamond account The diamond campaign is the pivotal project Ben aims to win.
  5. 5. The "love fern" She uses it as a humorous metaphor for their relationship.
  6. 6. "You’re So Vain" by Carly Simon Andie performs this classic hit with dramatic flair, causing a memorable scene.
  7. 7. Crawl Andie humorously names the dog to poke fun at Ben’s masculinity.
  8. 8. Poker She interrupts the game to hilariously test Ben’s patience.
  9. 9. A vegetarian meal She orders for him, pushing his limits for comedic effect.
  10. 10. A dog named Crawl The dog is part of her over-the-top antics.
  11. 11. Donald Petrie Petrie is known for directing romantic comedies.
  12. 12. Kate Hudson and Matthew McConaughey Their chemistry made the movie a classic romantic comedy.
  13. 13. 2003 The film became a box-office success that year.
  14. 14. A short cartoon-style book by Michele Alexander and Jeannie Long The book humorously depicted ways to drive a partner away.
  15. 15. She wore an actual yellow diamond necklace by Harry Winston worth over $5 million.
  16. 16. "You let our love fern die!" This humorous line became one of the movie’s most memorable quotes.
  17. 17. Over $177 million It became one of the highest-grossing romantic comedies of the 2000s.
  18. 18. "Somebody Like You" by Keith Urban The song adds a heartfelt touch to the romantic ending.
  19. 19. The Manhattan Bridge Several scenes highlight iconic New York City locations, including this bridge.
  20. 20. The "Queen of Rom-Coms" Her performance solidified her as a standout in romantic comedy films.

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