Welcome to How to Lose a Guy in 10 Days trivia questions and answers! This 2003 romantic comedy has been a fan-favorite for years, and for good reason. Its enchanting storyline combined with the charismatic performances by Kate Hudson and Matthew McConaughey have left a lasting impression on audiences worldwide.
Whether you’ve seen the movie once, or a hundred times, this trivia post is for you. Test your knowledge and see how well you remember the plot, the characters, the music, and the iconic moments from this beloved film. From in-depth queries about the storyline to fun facts about the cast, these 100 questions cover all aspects of “How to Lose a Guy in 10 Days”. So, are you ready to embark on this nostalgic journey? Let the game begin!
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1. Who directed “How to Lose a Guy in 10 Days”? Reveal Answer Donald Petrie.
2. Who played the role of Benjamin Barry in the film? Reveal Answer Matthew McConaughey.
3. Who played the role of Andie Anderson? Reveal Answer Kate Hudson.
4. What was Andie Anderson’s job in the movie? Reveal Answer She was a journalist.
5. What magazine did Andie Anderson work for? Reveal Answer Composure Magazine.
6. What does Benjamin Barry bet his boss? Reveal Answer That he can make a woman fall in love with him in 10 days.
7. What is the title of Andie’s article that she has to write? Reveal Answer “How to Lose a Guy in 10 Days”.
8. Who plays the role of Benjamin’s rival, Judy Spears? Reveal Answer Michael Michele.
9. Who played the role of Andie’s friend and coworker, Jeannie Ashcroft? Reveal Answer Judy Greer.
10. What nickname does Andie give to Benjamin’s penis? Reveal Answer Princess Sophia.
11. What gift does Andie give Benjamin on day three of their relationship? Reveal Answer A love fern.
12. What sport does Andie pretend to like to win Benjamin’s heart? Reveal Answer Basketball.
13. How does Andie embarrass Benjamin at the Knicks game? Reveal Answer She takes the microphone and makes a scene.
14. Who is the singer of the song “You’re So Vain” that is featured in the movie? Reveal Answer Carly Simon.
15. What does Andie do to Benjamin’s work presentation? Reveal Answer She changes it into a presentation about her relationship with him.
16. What board game do Andie and Benjamin play with his family? Reveal Answer Bullshit.
17. Who plays Benjamin’s mother in the film? Reveal Answer Bebe Neuwirth.
18. Who is the boss of Benjamin Barry in the movie? Reveal Answer Phillip Warren, played by Robert Klein.
19. In which city does the movie take place? Reveal Answer New York City.
20. What kind of pet does Andie get for Benjamin? Reveal Answer A Chinese Crested dog named Krull.
21. Who is the artist of the song “Feels So Good” which was played in the movie? Reveal Answer Sonique.
22. What fake family tragedy does Andie invent? Reveal Answer That her fictional twin sister was in a coma.
23. What does Andie do to Benjamin’s steak at his work party? Reveal Answer She throws it out the window.
24. Which year was “How to Lose a Guy in 10 Days” released? Reveal Answer 2003.
25. What is the profession of Benjamin Barry in the film? Reveal Answer Advertising executive.
26. Who wrote the original book “How to Lose a Guy in 10 Days”? Reveal Answer Michele Alexander and Jeannie Long.
27. What iconic necklace does Benjamin give Andie in the film? Reveal Answer The Isadora diamond necklace.
28. Who was the costume designer for the film? Reveal Answer Karen Patch.
29. What type of bike does Benjamin ride in the film? Reveal Answer A motorcycle.
30. What big event do Andie and Benjamin attend together at the end of the movie? Reveal Answer The DeLauer Diamond Company party.
31. Which fashion brand’s yellow dress did Andie wear to the party? Reveal Answer Dolce & Gabbana.
32. How does Benjamin realize that Andie was playing him? Reveal Answer He finds a copy of her article draft.
33. How does Andie reveal her feelings to Benjamin in the end? Reveal Answer In a magazine article titled “How to Lose a Guy in 10 Days”.
34. How does the film end? Reveal Answer Andie and Benjamin reunite on the Queensboro Bridge.
35. Which artist’s song “Catch Me If You Can” is featured in the movie? Reveal Answer Angela Via.
36. What kind of car does Benjamin drive in the movie? Reveal Answer A Porsche.
37. Who plays Andie’s friend, Michelle Rubin? Reveal Answer Kathryn Hahn.
38. What does Benjamin tell Andie his favorite color is? Reveal Answer Bullshit.
39. Who plays Benjamin’s best friend, Tony? Reveal Answer Adam Goldberg.
40. What big purchase does Andie pretend to make without consulting Benjamin? Reveal Answer She buys tickets to a Celine Dion concert in Las Vegas.
41. What song does Andie sing at the karaoke bar? Reveal Answer “You’re So Vain” by Carly Simon.
42. Who is the author of the song “Good Day” which features in the movie? Reveal Answer Luce.
43. How does Andie respond when Benjamin tells her he loves her? Reveal Answer She says, “You do?”.
44. How does Andie make Benjamin late for work? Reveal Answer By taking his clothes while he is in the shower.
45. What is the color of the bathroom Andie redecorates? Reveal Answer Pink.
46. Where does Benjamin take Andie on their first date? Reveal Answer To a Knicks basketball game.
47. Which card game do Benjamin and Andie play with his family? Reveal Answer Gin Rummy.
48. Who is Benjamin’s co-worker who bets against him? Reveal Answer Tony.
49. What movie are Andie and Ben watching when they are eating Chinese food? Reveal Answer “Sleepless in Seattle”.
50. What does Andie write about in her final Composure magazine article? Reveal Answer Her love for Benjamin.
51. What is the name of Andie’s editor at Composure magazine? Reveal Answer Lana Jong, played by Bebe Neuwirth.
52. What does Andie put in Ben’s drink at the party? Reveal Answer A strawberry daiquiri mix.
53. What does Andie wear to the basketball game? Reveal Answer A bright yellow dress.
54. What do Andie and Benjamin name their imaginary children? Reveal Answer Ben Jr. and Andie Jr.
55. Who plays the role of Benjamin’s boss, Phillip Warren? Reveal Answer Robert Klein.
56. What do Andie and Benjamin use to take their couple’s therapy session? Reveal Answer They use a tape recorder.
57. What does Andie cook for Benjamin at his apartment? Reveal Answer Lamb chops, which she refers to as “our love fern”.
58. What song does Andie play to annoy Benjamin? Reveal Answer “Feelings” by Morris Albert.
59. What does Andie wear to the guys’ poker night? Reveal Answer A bright pink boa and matching dress.
60. What kind of therapy does Andie suggest for Benjamin? Reveal Answer Couples therapy.
61. What does Andie do to Benjamin’s beloved pool table? Reveal Answer She fills the pockets with potpourri.
62. Who won the bet between Benjamin and his colleagues? Reveal Answer Benjamin, as he makes Andie fall in love with him.
63. What false name does Andie give to Benjamin when they first meet? Reveal Answer She doesn’t, she introduces herself as Andie Anderson.
64. What happens to the love fern? Reveal Answer It dies.
65. What kind of jewelry does Benjamin work with in the movie? Reveal Answer Diamonds.
66. What event does Benjamin miss because of Andie’s antics? Reveal Answer His weekly boys’ poker night.
67. What is the color of Andie’s dress in the final scene? Reveal Answer Yellow.
68. What is the name of the diamond company Benjamin is trying to win over? Reveal Answer DeLauer Diamond Company.
69. What role does Shalom Harlow play in the movie? Reveal Answer She plays Green, the model for DeLauer’s diamond campaign.
70. Who sings “Follow You Down” in the movie? Reveal Answer Gin Blossoms.
71. Who sings “Kiss Me” in the movie? Reveal Answer Sixpence None The Richer.
72. Who wins at the card game during the visit to Benjamin’s family? Reveal Answer Andie.
73. How does Benjamin win Andie back in the end? Reveal Answer He chases her down on his motorcycle and declares his love.
74. How does Andie initially react to Benjamin’s declaration of love? Reveal Answer She’s surprised and doesn’t reciprocate immediately.
75. What happens to Krull the dog? Reveal Answer He stays with Benjamin.
76. What is the name of the song Andie and Benjamin dance to at the DeLauer party? Reveal Answer “Feels Like Home” by Chantal Kreviazuk.
77. What does Andie do with the Isadora Diamond after the party? Reveal Answer She gives it back to the DeLauer representatives.
78. What does Andie claim to be a practitioner of in the movie? Reveal Answer She pretends to practice veganism.
79. Where do Andie and Benjamin go on their final date? Reveal Answer The DeLauer Diamond Company party.
80. How many days does it take for Benjamin to say “I love you” to Andie? Reveal Answer Eight days.
81. What color is the love fern Andie gives Benjamin? Reveal Answer Green.
82. What does Benjamin do for Andie on the final day of their 10-day relationship? Reveal Answer He takes her to the DeLauer Diamond Company party.
83. How does Andie react when she realizes Benjamin was betting on their relationship? Reveal Answer She’s upset and leaves him.
84. How does Benjamin’s boss react to his relationship with Andie? Reveal Answer He’s impressed and believes Benjamin can handle the DeLauer account.
85. What kind of food does Benjamin buy for Andie after their first date? Reveal Answer Burritos.
86. What song does Benjamin’s family sing during their visit? Reveal Answer “You’re So Vain” by Carly Simon.
87. How does Benjamin react to Andie’s redecoration of his bathroom? Reveal Answer He’s shocked and dislikes it.
88. What happens to Benjamin’s pool table after Andie decorates it? Reveal Answer It remains filled with potpourri.
89. What does Benjamin do after he finds out about Andie’s article? Reveal Answer He confronts her at the party.
90. What does Benjamin say to Andie on the Queensboro Bridge? Reveal Answer He tells her he loves her.
91. How does the movie start? Reveal Answer With Andie pitching her idea for the article to her editor.
92. What is Andie’s response when Benjamin asks her to the party? Reveal Answer She agrees to go with him.
93. What is the theme of the party Andie and Benjamin attend? Reveal Answer “Frost Yourself”, referring to the DeLauer diamonds.
94. What does Andie wear to her first meeting with Benjamin? Reveal Answer A black dress.
95. What is the name of the restaurant where Andie and Benjamin have their first date? Reveal Answer It is not mentioned in the movie.
96. What does Andie say to Benjamin before she leaves the party? Reveal Answer She tells him that she used him for her article.
97. How does Benjamin’s colleague react when he wins the bet? Reveal Answer He’s surprised and a little disappointed.
98. What does Andie say in her article about falling in love? Reveal Answer She writes about her experience with Benjamin and how she truly fell in love with him.
99. What does Benjamin do after reading Andie’s article? Reveal Answer He rushes to find her and confess his feelings.
100. How does the movie end? Reveal Answer With Andie and Benjamin kissing on the Queensboro Bridge.
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