121 Tricky 2000s Trivia Questions with Answers

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Relive the early 2000s with fun movie, music, & pop culture trivia

Co-authored by Drew Basile and Annabelle Reyes

Last Updated: August 4, 2025 Fact Checked

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• General
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• Music
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• Movies
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• TV
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• Pop Culture
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• Toys & Games
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• Fashion & Makeup
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• Sports
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• Extra Tricky Trivia
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• Trivia Games to Buy
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• More Trivia Quizzes
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• Video

|Show more |Show less

You know what would be so fetch…a 2000s-themed trivia night with all your besties! Luckily, we’ve compiled a thorough list of trivia questions on 2000s music, movies, TV shows, pop culture, and more. Whether you’re actually throwing a trivia event or you just want to brush up on your ‘00s knowledge, keep reading to relive some of the decade’s best moments!

Fun 2000s Trivia Questions

• Which actors made up the couple “Brangelina”? Brad Pitt and Angelina Jolie.
• Which iconic pop star sang the hit song “Toxic”? Britney Spears.
• Which 2008 movie starring Kristen Stewart started a vampire frenzy? Twilight.
• Which actress was the voice of Gossip Girl? Kristen Bell.
• Which 2004 movie popularized the term “fetch”? Mean Girls.
• What group was Beyoncé a part of before going solo? Destiny’s Child.
• What line of sneakers featured removable wheels? Heelys.

Steps

Section 1 of 11:

2000s General Trivia

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1. 
   Start things off with some general ’00s trivia questions. These questions are simple enough to allow everyone to start scoring some points, but tricky enough to keep things interesting, so they’re great options to get the game started.

   • Question: Many people were concerned that the transition from 1999 to 2000 could potentially cause major computer issues. What was this global panic called?
     • Answer: Y2K.
   • Question: Which social networking site, founded by Mark Zuckerberg, launched in 2004?
     • Answer: Facebook.
   • Question: In which city were the 2008 Summer Olympics held?
     • Answer: Beijing.
   • Question: What nickname was given to the romantic relationship between Brad Pitt and Angelina Jolie?
     • Answer: Brangelina.
   • Question: Who were the original three judges of American Idol?
     • Answer: Simon Cowell, Paula Abdul, and Randy Jackson.
   • Question: The 2004 documentary Supersize Me followed the decline in the filmmaker’s health as he spent 30 days eating only food from which fast food restaurant?
     • Answer: McDonald’s.
   • Question: Beyoncé launched her solo career in 2003 with her first solo album, Dangerously in Love. Which pop girl group was she a member of before this?
     • Answer: Destiny’s Child.
   • Question: Which 2008 film starring Robert Pattinson and Kristen Stewart started a vampire frenzy?
     • Answer: Twilight.
   • Question: Which popular T-Mobile cell phone featured a hinged screen that opened up to reveal a full QWERTY keyboard?
     • Answer: The Sidekick.
   • Question: Which 2004 movie popularized the term “fetch”?
     • Answer: Mean Girls.
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Section 2 of 11:

2000s Music Trivia

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1. 
   Test music lovers with these questions about ‘00s songs and musicians. The 2000s were filled with some seriously amazing jams, so it’s pretty fun to reminisce on some of the decade’s greatest hits. Here are some ‘00s music-inspired trivia questions to try out:

   • Question: Which iconic pop star sings the hit song “Toxic”?
     • Answer: Britney Spears.
   • Question: What rapper was also known by the nickname Slim Shady?
     • Answer: Eminem.
   • Question: Beyoncé’s 2003 hit “Crazy in Love” featured which rapper?
     • Answer: Jay-Z.
   • Question: Which hit song by the duo OutKast instructed listeners to “shake it like a Polaroid picture”?
     • Answer: “Hey Ya.”
   • Question: What group was Fergie a part of before starting her solo career?
     • Answer: The Black Eyed Peas.
   • Question: Which American Idol winner sings the song “Since U Been Gone”?
     • Answer: Kelly Clarkson.
   • Question: What mega-hit by Usher also featured Ludacris and Lil Jon?
     • Answer: “Yeah!”
   • Question: Which pop star kicked off her career in 2005 with her debut single, “Pon de Replay”?
     • Answer: Rihanna
   • Question: What iconic 2000s anthem starts with the lyric: “Comin’ out of my cage, and I’ve been doin’ just fine”?
     • Answer: “Mr. Brightside” by the Killers.
   • Question: The 2003 hit “In da Club” is by which rapper?
     • Answer: 50 Cent.
   • Question: Which singer released the song “What Goes Around…Comes Around” in 2006?
     • Answer: Justin Timberlake.
   • Question: Taylor Swift released her debut single in 2006. What song was it?
     • Answer: “Tim McGraw.”
   • Question: What iconic boy band sings the song “I Want It That Way?”
     • Answer: The Backstreet Boys.
   • Question: Which 2001 song starts with the lyric: “Making my way downtown, walking fast, faces pass, and I’m homebound”?
     • Answer: “A Thousand Miles” by Vanessa Carlton.
   • Question: The song “What’s My Age Again” is by which early 2000s rock band?
     • Answer: Blink-182.
   • Question: Which rapper taught all his listeners how to “drop it like it’s hot” with his 2004 song of the same name?
     • Answer: Snoop Dogg.
   • Question: Who sings the 2006 hits “Promiscuous” and “Maneater”?
     • Answer: Nelly Furtado.
   • Question: Which band sings the hilarious and catchy song “Stacy’s Mom”?
     • Answer: Fountains of Wayne.
   • Question: What was Shakira’s first #1 hit on the Billboard Hot 100 chart?
     • Answer: “Hips Don’t Lie.”
   • Question: What was the name of Fergie’s first single as a solo artist?
     • Answer: “London Bridge.”

Section 3 of 11:

2000s Movie Trivia

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1. 
   Quiz the movie buffs with these questions about ‘00s films. From thrilling blockbusters to adorable rom-coms to iconic horror flicks, the 2000s were filled with entertaining and memorable movies. Here are some fun questions about the decade’s best movie moments:

   • Question: Which 2001 animated film featured a love story between a grumpy ogre and a beautiful red-haired princess with a surprising secret?
     • Answer: Shrek.
   • Question: Who played the ruthless editor-in-chief of the fictional fashion magazine Runway in 2006’s The Devil Wears Prada?
     • Answer: Meryl Streep.
   • Question: What 2004 teen comedy featured a clique called “The Plastics,” led by queen bee Regina George?
     • Answer: Mean Girls.
   • Question: Which 2003 movie follows a normal teenager who ends up pretending to be an Italian pop star on her school-sponsored summer trip to Rome?
     • Answer: The Lizzie McGuire Movie.
   • Question: Which groundbreaking sci-fi movie series follows a character named Neo as he discovers the truth about reality?
     • Answer: The Matrix.
   • Question: Who plays the bubbly and determined law student Elle Woods in 2001’s Legally Blonde?
     • Answer: Reese Witherspoon.
   • Question: Which 2004 horror movie depicted characters stuck in deadly traps created by the mysterious serial killer Jigsaw?
     • Answer: Saw.
   • Question: What iconic fantasy trilogy follows the perilous journey of a hobbit named Frodo Baggins as he tries to save Middle-earth?
     • Answer: The Lord of the Rings.
   • Question: Which 2001 movie musical directed by Baz Luhrmann features Nicole Kidman and Ewan McGregor as a star-crossed couple?
     • Answer: Moulin Rouge.
   • Question: Which hilarious actor plays an aspiring rockstar turned substitute teacher in 2003’s School of Rock?
     • Answer: Jack Black.
   • Question: What terrifying horror movie from 2000 follows a group of high schoolers as they try to stay alive after cheating death?
     • Answer: Final Destination.
   • Question: Which swoon-worthy 2004 romance stars Rachel McAdams and Ryan Gosling as Allie and Noah?
     • Answer: The Notebook.
   • Question: What 2008 movie musical follows a young woman as she tries to figure out who her father is out of three possible men?
     • Answer: Mamma Mia.
   • Question: Who stars as the mother/daughter duo in 2003’s Freaky Friday?
     • Answer: Jamie Lee Curtis and Lindsay Lohan.
   • Question: What 2007 comedy featured a nerdy teen character who picks the name “McLovin” for his fake ID?
     • Answer: Superbad.
   • Question: Which 2004 rom-com starring Jennifer Garner and Mark Ruffalo is about a tween who accidentally wishes to be 30 years old?
     • Answer: 13 Going on 30.
   • Question: What actor plays the main character of Patrick Bateman in 2000’s American Psycho?
     • Answer: Christian Bale.
   • Question: Which 2004 comedy is about a hilariously awkward teen named after a famous historical figure from the French Revolution?
     • Answer: Napoleon Dynamite.
   • Question: Who stars as an overwhelmed dad to 12 kids in 2003’s Cheaper by the Dozen?
     • Answer: Steve Martin.
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Section 4 of 11:

2000s TV Trivia

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1. 
   Reminisce on some of the decade’s best shows with these questions. From mind-bending mysteries to wild reality shows to heartwarming sitcoms, the 2000s had it all. Here are some fun ‘00s TV trivia questions to try out:

   • Question: What is the name of the company in The Office?
     • Answer: Dunder Mifflin.
   • Question: What actress plays the iconic character Carrie Bradshaw in Sex and the City?
     • Answer: Sarah Jessica Parker.
   • Question: Which 2004 drama series follows a group of survivors after their plane crashes on a deserted island?
     • Answer: Lost.
   • Question: Who hosted the hit reality TV show America’s Next Top Model?
     • Answer: Tyra Banks.
   • Question: Which hit Disney Channel show was about a teen psychic who had visions of the future?
     • Answer: That’s So Raven.
   • Question: Which teen drama follows a group of Manhattan high schoolers as a mysterious, anonymous blogger reveals their secrets?
     • Answer: Gossip Girl.
   • Question: What is the name of the hospital in the first several seasons of the medical drama Grey’s Anatomy?
     • Answer: Seattle Grace Hospital.
   • Question: Which actress starred as a high schooler living a double life as a pop star in the Disney Channel show Hannah Montana?
     • Answer: Miley Cyrus.
   • Question: Who is the host of American Idol?
     • Answer: Ryan Seacrest.
   • Question: What TV show follows a mother-daughter duo in the fictional town of Stars Hollow?
     • Answer: Gilmore Girls.
   • Question: What is the name of the show choir in Glee?
     • Answer: The New Directions.
   • Question: Which mockumentary-style comedy follows the daily lives of the Dunphy-Pritchett family?
     • Answer: Modern Family.
   • Question: Where do SpongeBob and his friends live in the classic Nickelodeon cartoon SpongeBob SquarePants?
     • Answer: Bikini Bottom.
   • Question: Which wild game show challenged its contestants to perform a variety of terrifying or disgusting stunts to face their fears?
     • Answer: Fear Factor.

Section 5 of 11:

2000s Pop Culture Trivia

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1. 
   Shake things up with some fun ‘00s pop culture questions. The 2000s were filled with wild and iconic pop culture moments. And, with the spread of the internet and social media, these moments reached wider audiences quicker than ever before! Here are some entertaining ‘00s pop culture questions to try out:

   • Question: After releasing the iPod and iPod nano, Apple released an even smaller version of the iPod that didn’t have a screen. What was it called?
     • Answer: The iPod Shuffle.
   • Question: Which socialite/celebrity had the catchphrase “that’s hot”?
     • Answer: Paris Hilton.
   • Question: Which social media platform launched in 2006, allowing users to post short 140-character statements?
     • Answer: Twitter.
   • Question: What series of children’s books followed a group of young wizards and witches at a magic school called Hogwarts?
     • Answer: The Harry Potter series.
   • Question: In what year was the first iPhone released?
     • Answer: 2007.
   • Question: What song did Madonna, Christina Aguilera, and Britney Spears open the 2003 VMAs with?
     • Answer: “Like a Virgin.”
   • Question: What reality TV show introduced the Kardashian family to the world when it premiered in 2007?
     • Answer: Keeping Up With the Kardashians.
   • Question: The Twilight saga featured four bestselling books: Twilight, New Moon, Eclipse, and _____?
     • Answer: Breaking Dawn.
   • Question: Which pop star performed with a snake around her shoulders at the 2001 VMAs?
     • Answer: Britney Spears.
   • Question: Which reality TV show followed Paris Hilton and Nicole Richie as they struggled to work regular jobs?
     • Answer: The Simple Life.
   • Question: Who famously interrupted Taylor Swift as she tried to accept the VMA for Best Female Video in 2009?
     • Answer: Kanye West.
   • Question: In 2001, Disney opened a second theme park at the Disneyland Resort in Anaheim, California. What was it called?
     • Answer: California Adventure.
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Section 6 of 11:

2000s Toys & Games Trivia

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1. 
   Take a trip down memory lane with questions about toys and games. Those who grew up in the early 2000s will love this nostalgic category. Here are some fun questions about the decade’s most iconic dolls, toys, video games, and more:

   • Question: Which plush toys came with digital codes to create online versions of them?
     • Answer: Webkinz.
   • Question: Which line of dolls, released in 2001, featured the bold and fashionable characters Yasmin, Cloe, Jade, and Sasha?
     • Answer: Bratz.
   • Question: What video game series allowed players to create virtual people and direct them through everyday tasks, like eating, sleeping, and cleaning their houses?
     • Answer: The Sims.
   • Question: What plush toys featured velcro straps that allowed them to transform from stuffed animals to comfy pillows?
     • Answer: Pillow Pets.
   • Question: Which video game console, released in 2006, came with remotes that featured motion-tracking controls?
     • Answer: The Wii.
   • Question: What game based on a Manga series allowed players to “battle” using a deck of collectible cards?
     • Answer: Yu-Gi-Oh!
   • Question: What arcade game involved stepping on squares to the rhythm of music while watching on-screen prompts?
     • Answer: Dance Dance Revolution.
   • Question: Which doll line featured super-small dolls with compact playsets and accessories?
     • Answer: Polly Pocket.
   • Question: What was the name of Microsoft’s first gaming console, released in 2001?
     • Answer: Xbox.
   • Question: What line of sneakers featured removable wheels that could be placed in their heels?
     • Answer: Heelys.
   • Question: What handheld gaming console, released in 2004, featured dual screens, touch controls, and a stylus?
     • Answer: Nintendo DS.

Section 7 of 11:

2000s Fashion & Makeup Trivia

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1. 
   Test the fashion and makeup enthusiasts with these fun questions. 2000s fashion and makeup were pretty iconic. In fact, the Y2K aesthetic has been making a comeback in recent years, which suggests that these trends have surprising staying power! Here are some nostalgic ‘00s fashion and makeup trivia questions to try out:

   • Question: Which brand’s soft velour tracksuits were all the rage in the early 2000s?
     • Answer: Juicy Couture.
   • Question: What hair accessory was an arc-shaped wedge that was meant to be clipped underneath hair to create a voluminous pouf?
     • Answer: Bumpits.
   • Question: What popular clothing brand had a logo that featured a moose?
     • Answer: Abercrombie & Fitch.
   • Question: What soft sheepskin boots were a must-have item in the early 2000s?
     • Answer: Uggs.
   • Question: Which pop star attended the 2010 VMAs in a dress made from raw meat?
     • Answer: Lady Gaga.
   • Question: In 2000, an eye-catching green Versace dress prompted a huge number of online searches, leading to the creation of Google Images. Who wore this dress?
     • Answer: Jennifer Lopez.
   • Question: What popular hair product promised to lighten strands if you applied it, then went out in the sun?
     • Answer: Sun In.
   • Question: Which brand of trucker hats were seen on a wide range of celebrities in the early 2000s, prompting them to become a popular fashion trend?
     • Answer: Von Dutch.
   • Question: Which iconic couple wore matching all-denim outfits to the 2001 American Music Awards?
     • Answer: Britney Spears and Justin Timberlake.
   • Question: Which popular brand of jeans featured a horseshoe design on its back pockets?
     • Answer: True Religion.
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Section 8 of 11:

2000s Sports Trivia Questions

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1. 
   Satisfy the sports lovers with questions about ‘00s sports and athletes. This gives the sporty participants of your trivia night a chance to score some major points for their teams! Here are some questions to try:

   • Question: At the 2008 Beijing Olympics, two American gymnasts took home gold and silver for the women’s artistic individual all-around. Who were the two gymnasts?
     • Answer: Nastia Liukin and Shawn Johnson.
   • Question: One football team won the Super Bowl three times between 2000 and 2005. Which team was this?
     • Answer: The New England Patriots.
   • Question: What team won the MLB World Series in October of 2000?
     • Answer: The New York Yankees.
   • Question: Which American tennis player defeated Lindsay Davenport in the Wimbledon final, earning her first career Grand Slam?
     • Answer: Venus Williams.
   • Question: Which American swimmer won a total of 16 medals at the Athens Olympics in 2004 and the Beijing Olympics in 2008?
     • Answer: Michael Phelps.
   • Question: What country won the FIFA World Cup in 2002?
     • Answer: Brazil.
   • Question: Who performed at the 2004 Super Bowl halftime show, resulting in a notorious wardrobe malfunction?
     • Answer: Justin Timberlake and Janet Jackson.
   • Question: What baseball team won the World Series in 2005?
     • Answer: The Chicago White Sox.
   • Question: Which basketball player was the NBA Finals MVP in both 2009 and 2010?
     • Answer: Kobe Bryant.

Section 9 of 11:

2000s Extra Hard Trivia

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1. 
   Stump even the most knowledgeable trivia buffs with these questions. These super tricky questions are perfect if you’re hosting a trivia night for a group of 2000s experts, and they’re also great for a tie-breaker round.

   • Question: What animated film won the first ever Academy Award for Best Animated Feature in 2001?
     • Answer: Shrek.
   • Question: What is the real name of pop star Rihanna?
     • Answer: Robyn Rihanna Fenty.
   • Question: Which actress is the voice of Gossip Girl in the hit TV series of the same name?
     • Answer: Kristen Bell.
   • Question: The song “Lady Marmalade” by Christina Aguilera, P!nk, Lil Kim, and Mya appeared on the soundtrack for which 2001 movie?
     • Answer: Moulin Rouge.
   • Question: In 2009, Kanye West interrupted Taylor Swift as she tried to accept a VMA for one of her music videos. What song was the music video for?
     • Answer: “You Belong With Me.”
   • Question: In which U.S. state was the first season of the reality show The Simple Life filmed?
     • Answer: Arkansas.
   • Question: Who sings the theme song for the Disney Channel animated show The Proud Family?
     • Answer: Solange Knowles.
   • Question: Zac Efron didn’t do all of his own singing in 2006’s High School Musical. Whose voice was blended with his?
     • Answer: Drew Seeley.
   • Question: Who won the second season of American Idol?
     • Answer: Ruben Studdard.
   • Question: Who wrote the script for Mean Girls?
     • Answer: Tina Fey.
   • Question: Which singer faced controversy after she was caught lip syncing on Saturday Night Live in 2004?
     • Answer: Ashlee Simpson.
   • Question: Which Nickelodeon actress starred in both Drake & Josh and iCarly?
     • Answer: Miranda Cosgrove.
   • Question: What was the name of Maroon 5’s breakthrough album, which was released in 2002 and featured the hit “She Will Be Loved”?
     • Answer: Songs About Jane.
   • Question: 2005’s The Sisterhood of the Traveling Pants followed a group of four friends who find a pair of jeans that mysteriously fit them all perfectly. What are the friends’ names?
     • Answer: Carmen, Tibby, Lena, and Bridget.
   • Question: What song was Britney Spears performing while carrying a snake around her shoulders at the 2001 VMAs?
     • Answer: “I’m a Slave 4 U.”
   • Question: Which prolific early 2000s producer is famous for producing mega-hits for various artists, including “Promiscuous” and “Maneater” by Nelly Furtado and “SexyBack” and “What Goes Around…Comes Around” by Justin Timberlake?
     • Answer: Timbaland.
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Section 10 of 11:

Best Trivia Games to Buy

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1. Buy a trivia card game to keep the fun going. If you don’t want to come up with a bunch of trivia questions yourself, buy a fun trivia card game to quiz yourself and your friends on all your favorite subjects. Here are some popular recommendations:

   • You Gotta Know 2000s
   • Buzzfeed’s 2000s Ultimate Trivia
   • Outset Media 2000s: A Decade of Trivia
   • Trivial Pursuit Mini Packs

Section 11 of 11:

More Trivia Quizzes

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1. Want some more trivia? We’ve got you covered! Here are some trivia quizzes to take if you’re hoping to study up before a trivia night, or if you’re just hoping to show off your skills and have some fun.

   • 2000s Music Trivia Quiz
   • 90s Trivia Quiz
   • 90's Music Trivia Quiz
   • General Knowledge Trivia Quiz
   • Disney Trivia Quiz
   • The Office Trivia Quiz
   • Taylor Swift Trivia Quiz
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