The 2000s were a fun and exciting time for romantic comedies, often called rom-coms. Movies like “13 Going on 30,” “Mean Girls,” and “The Proposal” captured our hearts and gave us lots of laughs. These films had special moments that made us laugh, cry, and sometimes even fall in love. The characters were relatable, the plots were entertaining, and many of us still quote our favorite lines today!
Today, we’re looking back at some intriguing trivia about these beloved 2000s rom-coms. Whether you can recite every line from “Legally Blonde” or you still daydream about the perfect love story from “Wedding Crashers,” there’s so much to remember. From fun facts about your favorite stars to behind-the-scenes secrets, this trivia will test how well you really know these films. Prepare to unlock some surprising details and relive the magic of rom-coms that shaped a whole generation of movie lovers!
2000S Rom-Com Trivia
Classic Laughs in 2000s Rom-Coms
1. In “The Proposal,” what country is Margaret from? (Answer: Canada)
2. Which actress plays the lead in “13 Going on 30”? (Answer: Jennifer Garner)
3. In “Mean Girls,” who is the original queen bee? (Answer: Regina George)
4. What is the infamous rule of the “Friendzone” in “Just Friends”? (Answer: You can’t just be friends)
5. In “Legally Blonde,” what animal does Elle Woods take to Harvard? (Answer: A dog)
6. In “50 First Dates,” what condition does Lucy have? (Answer: Short-term memory loss)
7. In “The Wedding Planner,” who plays the wedding planner character? (Answer: Jennifer Lopez)
8. What type of business do the main characters run in “Wedding Crashers”? (Answer: Wedding crashing)
9. Who plays the character of “Wade” in “13 Going on 30”? (Answer: Mark Ruffalo)
10. In “How to Lose a Guy in 10 Days,” what magazine does Andie work for? (Answer: Composure)
Romance and Drama in 2000s Rom-Coms
1. Which actress stars opposite Matthew McConaughey in “The Wedding Planner”? (Answer: Jennifer Lopez)
2. In “Mean Girls,” what happens at the Spring Fling dance? (Answer: Cady wins queen)
3. Who does the character Andy Anderson fall for in “How to Lose a Guy in 10 Days”? (Answer: Ben Barry)
4. What animal does Elle Woods have in “Legally Blonde”? (Answer: A Chihuahua)
5. In “50 First Dates,” where does Henry first meet Lucy? (Answer: A café)
6. In “13 Going on 30,” what age does Jenna Rink magically become? (Answer: 30)
7. In “The Proposal,” what does Andrew do to help Margaret gain citizenship? (Answer: Pretends to be her husband)
8. Which actor plays the main love interest in “Legally Blonde”? (Answer: Luke Wilson)
9. In “Wedding Crashers,” what rule do the characters live by to crash weddings? (Answer: Never stay too long)
10. What is the main plot of “Just Friends”? (Answer: A love gone wrong in high school)
Iconic Quotes from 2000s Rom-Coms
1. What does Elle Woods say to inspire her classmates during the trial in “Legally Blonde”? (Answer: “What, like it’s hard?”)
2. Who famously said, “I’m not like a regular mom, I’m a cool mom” in “Mean Girls”? (Answer: Mrs. George)
3. In “13 Going on 30,” what phrase does Jenna use to describe her childhood? (Answer: “Thriller”)
4. In “The Proposal,” what does Margaret say to Andrew during the wedding? (Answer: “I do”)
5. What does Henry say when he tries to win Lucy’s heart in “50 First Dates”? (Answer: “You have to have heart”)
6. In “How to Lose a Guy in 10 Days,” what does Andie say about love? (Answer: “He’s just that into you”)
7. What unforgettable line does Cady say about girls in “Mean Girls”? (Answer: “On Wednesdays, we wear pink”)
8. In “Just Friends,” what does Chris say when trying to impress Jamie? (Answer: “I love your hair”)
9. Which quote sums up Cady’s journey in “Mean Girls”? (Answer: “You can’t sit with us”)
10. In “Wedding Crashers,” what catchphrase do the characters chant at weddings? (Answer: “It’s a wedding!”)
Behind the Scenes of 2000s Rom-Coms
1. What famous writer directed “Mean Girls”? (Answer: Tina Fey)
2. In “The Proposal,” what was the filming location for Alaska? (Answer: Massachusetts)
3. Which actor improvised many of his lines in “Wedding Crashers”? (Answer: Vince Vaughn)
4. What unique choice did Jennifer Garner make for her character in “13 Going on 30”? (Answer: She practiced being a teenager)
5. During filming of “Legally Blonde,” what did Reese Witherspoon train for? (Answer: Competitive cheerleading)
6. How did the producers ensure “50 First Dates” was authentic to Hawaiian culture? (Answer: They hired local actors)
7. In “How to Lose a Guy in 10 Days,” what was the filming timeline? (Answer: Just over 4 months)
8. Which actress had a hands-on approach with her character in “The Wedding Planner”? (Answer: Jennifer Lopez)
9. What was a funny detail added during the editing of “Mean Girls”? (Answer: The “toaster strudel” scene)
10. Which iconic location was used in “50 First Dates” for filming? (Answer: The island of Oahu)
Fashion and Style in 2000s Rom-Coms
1. What fashion trend was popularized by “Legally Blonde”? (Answer: Pink everything)
2. How did Elle Woods inspire fashion during her Harvard journey? (Answer: By wearing stylish outfits)
3. What accessory was Cady known for in “Mean Girls”? (Answer: The classic “cool mom” style)
4. In “The Wedding Planner,” what famous dress does J.Lo wear? (Answer: A stunning wedding gown)
5. Which item was the go-to in ‘just friends’ wardrobe? (Answer: Puffer jackets)
6. In “Just Friends,” what standout piece does Amy wear? (Answer: A bright red dress)
7. What color did Andie Anderson often wear in “How to Lose a Guy in 10 Days”? (Answer: Yellow)
8. In “50 First Dates”, what is Lucy often seen wearing? (Answer: Bright and casual outfits)
9. What trend does Regina George popularize in “Mean Girls”? (Answer: The ‘bandeau’ top)
10. What outfit becomes iconic through Elle Woods’ character? (Answer: The pink power suit)
Miscellaneous Fun Facts about 2000s Rom-Coms
1. What was the initial box office gross of “The Proposal”? (Answer: Over $163 million)
2. Which rom-com is based on the play “The Importance of Being Earnest”? (Answer: “The Proposal”)
3. Who performed the hit song “Love” in “50 First Dates”? (Answer: Jack Johnson)
4. What unique aspect did “Mean Girls” have regarding its release? (Answer: It was marketed to teens)
5. How many sequels to “Legally Blonde” have been made? (Answer: One)
6. Which movie was voted as the best rom-com of the 2000s? (Answer: “The Wedding Crashers”)
7. What made “How to Lose a Guy in 10 Days” unique? (Answer: It focused on relationship tactics)
8. How did “50 First Dates” link to Hawaiian culture? (Answer: Local traditions were included)
9. What was Jennifer Garner’s age when she starred in “13 Going on 30”? (Answer: 32)
10. Which rom-com features a famous “Twin Tower” scene? (Answer: “Just Friends”)
Final Thoughts
The 2000s rom-coms left a lasting impact on movie lovers everywhere, blending humor and romance in a way that made them truly unforgettable. From classic quotes to behind-the-scenes excitement, these films continue to resonate. Whether it was the fashion, the unforgettable plots, or the scripted laughter, these movies crafted a beautiful cinematic experience. Each trivia question reflects the charm and allure that have birthed a dedicated fan base. Explore more delight in the realms of rom-coms and 2000s pop culture through our special trivia sections.
To dive deeper into these topics, check out our rom-com trivia or take a trip down memory lane with our 2000s pop culture trivia.