Are you ready to prove you’re the ultimate Taylor Swift fan? I don’t know about you, but I’ve been obsessed with Taylor Swift trivia ever since my sister challenged me to name all her albums in order during a family road trip (spoiler alert: I crushed it!).
Whether you’re planning a Taylor Swift-themed party, hosting a virtual trivia night with your squad, or just want to test your own Swiftie knowledge, this collection of 100+ Taylor Swift trivia questions will keep you entertained for hours.
From her country music beginnings to her pop evolution and folklore era, these questions cover Taylor’s entire career journey. I’ve included a mix of easy, medium, and challenging questions that’ll make both casual fans and die-hard Swifties think twice. So grab your lucky 13 bracelet, put on your favorite Taylor album, and let’s dive in!
Early Career & Country Era Questions
Let’s kick things off with questions about Taylor’s humble beginnings in country music. These range from easy to challenging, so don’t feel bad if you don’t know every answer!
- What was the name of Taylor Swift’s debut album?
Answer: Taylor Swift (2006) - At what age did Taylor Swift sign her first record deal?
Answer: 15 years old - Which song was Taylor Swift’s first number-one single on the Billboard Hot 100?
Answer: “We Are Never Ever Getting Back Together” - What was the name of Taylor’s first single?
Answer: “Tim McGraw” - In which state was Taylor Swift born?
Answer: Pennsylvania - What was Taylor’s middle name at birth?
Answer: Alison - Which farm animal is featured in Taylor’s song “Love Story”?
Answer: None (trick question!) - What year did Taylor Swift win her first Grammy Award?
Answer: 2010 - Which label did Taylor Swift sign with when she was 15?
Answer: Big Machine Records - What was the title of Taylor’s documentary that focused on her move from country to pop?
Answer: Miss Americana - Which Taylor Swift song includes the lyric “Romeo, take me somewhere we can be alone”?
Answer: “Love Story” - What was the name of Taylor Swift’s second studio album?
Answer: Fearless - Which song won Taylor Swift her first Grammy for Best Country Song?
Answer: “White Horse” - What was Taylor’s role in the movie Valentine’s Day?
Answer: She played Felicia - Which Taylor Swift song was inspired by the movie “Romeo and Juliet”?
Answer: “Love Story” - What instrument did Taylor learn to play as a child?
Answer: Guitar - Which Taylor Swift song features the line “I’m feeling 22”?
Answer: “22” - What was the name of Taylor’s first headlining tour?
Answer: Fearless Tour - Which country artist did Taylor Swift tour with early in her career?
Answer: Tim McGraw - What color are Taylor Swift’s eyes?
Answer: Blue
Pop Transition Era Questions
The evolution from country darling to pop superstar was one of the biggest career moves in music history. Test your knowledge of this transformative period!
- Which album marked Taylor Swift’s official transition to pop music?
Answer: 1989 - What year was the album “1989” released?
Answer: 2014 - Which Taylor Swift pop song became a viral TikTok dance?
Answer: “Shake It Off” - Who directed the music video for “Blank Space”?
Answer: Joseph Kahn - Which pop album won Taylor Swift a Grammy for Album of the Year?
Answer: 1989 - What was the lead single from the album “1989”?
Answer: “Shake It Off” - Which Taylor Swift song includes the lyric “Got a long list of ex-lovers”?
Answer: “Blank Space” - What was the name of Taylor’s sixth studio album?
Answer: Reputation - Which song from “Reputation” features the line “I don’t trust nobody and nobody trusts me”?
Answer: “Look What You Made Me Do” - What was controversial about the release of “Reputation”?
Answer: Taylor went silent on social media before the release - Which Taylor Swift song was written about the media’s portrayal of her?
Answer: “Blank Space” - What was the theme of the Reputation Stadium Tour?
Answer: Snakes - Which pop song by Taylor Swift samples Right Said Fred’s “I’m Too Sexy”?
Answer: “Look What You Made Me Do” - What was the final single released from “1989”?
Answer: “New Romantics” - Which Taylor Swift pop song features a music video filmed in Cuba?
Answer: “We Are Never Ever Getting Back Together” - Who produced many of Taylor Swift’s pop albums?
Answer: Jack Antonoff - Which song from “1989” was originally 10 minutes long?
Answer: None (this was “All Too Well” from Red) - What was the opening song for the 1989 World Tour?
Answer: “Welcome to New York” - Which Taylor Swift pop song deals with media scrutiny?
Answer: “The Lucky One” - What dance move became associated with “Shake It Off”?
Answer: The “Shake It Off” dance
Looking for more interesting questions to ask a girl during your trivia night? We’ve got you covered!
Albums & Songs Knowledge
Time to dive deep into Taylor’s discography! From hidden album meanings to bonus tracks, these questions will separate the casual fans from the superfans.
- How many studio albums has Taylor Swift released as of 2024?
Answer: 10+ (including re-recordings) - Which album features the song “cardigan”?
Answer: folklore - What is the 13th track on the album “Midnights”?
Answer: “Mastermind” - Which album was recorded in isolation during the pandemic?
Answer: folklore - What does “ATW” stand for in Taylor Swift fan language?
Answer: “All Too Well” - Which album features the most piano-driven songs?
Answer: folklore/evermore - What was the first Taylor Swift album produced by Jack Antonoff?
Answer: 1989 - Which Taylor Swift song is exactly 10 minutes long?
Answer: “All Too Well (10 Minute Version)” - What is Track 5 on the album “Midnights”?
Answer: “You’re On Your Own, Kid” - Which album features a song about Taylor’s grandmother?
Answer: folklore (“marjorie”) - What color is associated with the “Red” album?
Answer: Red - Which album features the song “champagne problems”?
Answer: evermore - What is the opening track on “folklore”?
Answer: “the 1” - Which Taylor Swift album was surprise-released first?
Answer: folklore - What is the last track on “evermore”?
Answer: “evermore” - Which album features the song “22”?
Answer: Red - What is Track 5 on “folklore”?
Answer: “my tears ricochet” - Which album includes the bonus track “Forever Winter”?
Answer: Red (Taylor’s Version) - What is the opening line of “Blank Space”?
Answer: “Nice to meet you, where you been?” - Which album features the most collaborations?
Answer: folklore/evermore
Awards & Achievements
Taylor Swift’s trophy case is practically overflowing! Let’s see how well you know her incredible list of achievements.
- How many Grammy Awards has Taylor Swift won?
Answer: 13+ (as of 2024) - Which album won Taylor Swift her first Album of the Year Grammy?
Answer: Fearless - How many times has Taylor Swift been named Time’s Person of the Year?
Answer: Once (2023) - What was Taylor Swift’s first #1 album on the Billboard 200?
Answer: Fearless - Which Taylor Swift album debuted at #1 without any prior singles?
Answer: folklore - How many MTV Video Music Awards has Taylor Swift won?
Answer: 19+ - What was Taylor Swift’s first movie soundtrack contribution?
Answer: “Today Was a Fairytale” (Valentine’s Day) - Which award show featured the infamous Kanye West interruption?
Answer: 2009 MTV VMAs - How many albums has Taylor Swift sold worldwide?
Answer: Over 200 million - Which Taylor Swift album won the Grammy for Best Pop Vocal Album?
Answer: 1989 - What was Taylor Swift’s first song to reach #1 on Billboard Adult Contemporary?
Answer: “Love Story” - How many American Music Awards has Taylor Swift won?
Answer: 40+ - Which year did Taylor Swift receive the Milestone Award at the ACM Awards?
Answer: 2015 - What was Taylor Swift’s first song to be certified Diamond?
Answer: “Shake It Off” - How many weeks did “1989” stay at #1 on the Billboard 200?
Answer: 11 weeks - Which award show honored Taylor Swift with the Artist of the Decade award?
Answer: American Music Awards (2019) - What was Taylor Swift’s first Grammy win?
Answer: Best New Artist (2008) - How many Taylor Swift songs have reached #1 on the Billboard Hot 100?
Answer: 12+ - Which Taylor Swift album won the Grammy for Album of the Year three times?
Answer: None (different albums: Fearless, 1989, folklore) - What was Taylor Swift’s first movie acting role?
Answer: Valentine’s Day (2010)
Personal Life & Fun Facts
Get ready to learn some fascinating tidbits about Taylor Swift’s life outside of music! Some of these might surprise even the biggest Swifties.
- What is Taylor Swift’s lucky number?
Answer: 13 - What breed are Taylor Swift’s cats?
Answer: Scottish Fold - What are the names of Taylor Swift’s three cats?
Answer: Benjamin Button, Olivia Benson, and Meredith Grey - Where does Taylor Swift currently reside?
Answer: New York City (primarily) - What is Taylor Swift’s natural hair color?
Answer: Blonde - What was Taylor Swift’s childhood nickname?
Answer: T-Swift - Which sport did Taylor Swift play in high school?
Answer: None (she focused on music) - What is Taylor Swift’s zodiac sign?
Answer: Sagittarius - How many siblings does Taylor Swift have?
Answer: One (brother Austin) - What was Taylor Swift’s first job?
Answer: Internship at a music label - What color are Taylor Swift’s famous red lips?
Answer: MAC’s Ruby Woo - What did Taylor Swift study before dropping out of high school?
Answer: She was homeschooled - What is Taylor Swift’s mother’s name?
Answer: Andrea - What is Taylor Swift’s father’s occupation?
Answer: Financial advisor - Where did Taylor Swift grow up?
Answer: Pennsylvania (later moved to Nashville) - What unusual phobia does Taylor Swift have?
Answer: Needle phobia - What was Taylor Swift’s favorite subject in school?
Answer: English - How tall is Taylor Swift?
Answer: 5’11” - What is Taylor Swift’s favorite number and why?
Answer: 13 (she was born on December 13, 1989) - What food is Taylor Swift known for loving?
Answer: Coffee (she’s a known coffee enthusiast)
Music Videos & Visuals
Taylor Swift’s music videos are like mini-movies! From elaborate storylines to hidden Easter eggs, these questions will test your visual knowledge.
- Which music video features Taylor Swift in multiple character roles?
Answer: “The Man” - What car does Taylor Swift drive in the “22” music video?
Answer: A red convertible - Which music video features Ryan Reynolds?
Answer: “We Are Never Ever Getting Back Together” (no, trick question!) - Where was the “Wildest Dreams” music video filmed?
Answer: South Africa - Which Taylor Swift music video has the most views on YouTube?
Answer: “Shake It Off” - What animal appears in the “Look What You Made Me Do” video?
Answer: Snakes - Who plays Taylor Swift’s love interest in the “Blank Space” video?
Answer: Sean O’Pry - Which music video features Taylor Swift in a library?
Answer: “Love Story” - What color dress does Taylor wear in “You Belong With Me”?
Answer: Gold/yellow - Which music video shows Taylor Swift’s journey through different music eras?
Answer: “Look What You Made Me Do” - What object does Taylor Swift destroy in the “Bad Blood” video?
Answer: Various items (it’s an action video) - Which music video was filmed in one continuous shot?
Answer: “Anti-Hero” - What type of party is featured in the “22” music video?
Answer: House party - Which music video features Taylor Swift as a businesswoman?
Answer: “The Man” - What weather occurs during the “White Horse” video?
Answer: Rain - Which music video features Taylor writing in a diary?
Answer: “Dear John” - What does Taylor Swift wear in the “Shake It Off” video?
Answer: Various costumes (ballerina, hip-hop dancer, etc.) - Which music video shows Taylor’s apartment?
Answer: “Anti-Hero” - What time period is depicted in “Blank Space”?
Answer: Present day - Which video features Taylor Swift as different versions of herself?
Answer: “Look What You Made Me Do”
If you’re enjoying these trivia questions, you might also love our collection of fun and silly questions to ask your boyfriend for your next date night!
Tour History
From intimate club shows to massive stadium spectacles, Taylor’s tours are legendary. Let’s see what you remember about her live performances!
- What was the name of Taylor Swift’s most recent tour?
Answer: The Eras Tour - How many shows were originally planned for The Eras Tour?
Answer: 52 shows (later expanded) - Which tour featured a massive snake stage prop?
Answer: Reputation Stadium Tour - What was unique about the folklore/evermore tours?
Answer: They were filmed rather than traditional touring - Which Taylor Swift tour had the highest ticket sales?
Answer: The Eras Tour - What was the opening song for The Eras Tour?
Answer: “Miss Americana & The Heartbreak Prince” - Which tour featured Taylor Swift performing on a raised platform above the audience?
Answer: 1989 World Tour - How many costume changes does Taylor have during The Eras Tour?
Answer: 16 - Which tour was completely sold out within minutes?
Answer: The Eras Tour - What special effects were used during the Reputation tour?
Answer: Massive video screens, pyrotechnics, and snake imagery - Which international location did Taylor Swift visit first on The Eras Tour?
Answer: Mexico - What was the name of Taylor’s first headlining tour?
Answer: Fearless Tour - Which tour featured a “fishbowl” staging?
Answer: The Eras Tour - How long is The Eras Tour show typically?
Answer: About 3.5 hours - Which tour featured Taylor performing with a guitar?
Answer: Multiple tours (she often performs acoustic sets) - What was special about The Eras Tour surprise songs?
Answer: Different songs performed each night - Which tour featured the first performance of “All Too Well (10 Minute Version)”?
Answer: The Eras Tour - What was the stage design theme for the folkmore section of The Eras Tour?
Answer: Woodland/forest theme - Which tour had the most elaborate production?
Answer: The Eras Tour - How many different eras are represented in The Eras Tour?
Answer: 10 eras
Collaborations
Taylor Swift has worked with some incredible artists over the years. Test your knowledge of her musical partnerships!
- Who features on the song “Everything Has Changed”?
Answer: Ed Sheeran - Which Bon Iver member appears on “evermore”?
Answer: Justin Vernon - Who co-wrote “We Are Never Ever Getting Back Together”?
Answer: Max Martin and Shellback - Which rapper features on “End Game”?
Answer: Future and Ed Sheeran - Who duets with Taylor on “The Last Time”?
Answer: Gary Lightbody (Snow Patrol) - Which HAIM member contributed to “folklore”?
Answer: Alana Haim - Who plays guitar on “Midnight Rain”?
Answer: Jack Antonoff - Which country singer appeared with Taylor at the ACM Awards?
Answer: Tim McGraw - Who co-produced most of “Midnights”?
Answer: Jack Antonoff - Which artist features on “Babe”?
Answer: Sugarland - Who directed “All Too Well: The Short Film”?
Answer: Taylor Swift - Which producer worked on “Shake It Off”?
Answer: Max Martin - Who features in the “Bad Blood” music video?
Answer: Various celebrities (Selena Gomez, Cara Delevingne, etc.) - Which artist did Taylor surprise-guest with during The Eras Tour?
Answer: Multiple (varies by show) - Who contributed to “folklore’s” string arrangements?
Answer: Bryce Dessner - Which K-pop group sampled Taylor Swift?
Answer: BTS (though not a direct collaboration) - Who features on “I Don’t Wanna Live Forever”?
Answer: ZAYN - Which artist collaborated on “Joker and the Queen”?
Answer: Ed Sheeran - Who co-wrote “Getaway Car”?
Answer: Jack Antonoff - Which artist inspired the song “Soon You’ll Get Better”?
Answer: Dixie Chicks (though they don’t feature on it)
Recent Work & Re-recordings
The re-recording project is one of Taylor’s most ambitious undertakings! Let’s see how well you know these recent chapters in her career.
- Which album was Taylor’s first re-recording?
Answer: Fearless (Taylor’s Version) - What vault tracks were added to Red (Taylor’s Version)?
Answer: “All Too Well (10 Minute Version)” and 8 others - Why did Taylor Swift decide to re-record her albums?
Answer: To regain control of her master recordings - Which Taylor Swift song broke the record for most-streamed song in 24 hours?
Answer: “All Too Well (10 Minute Version)” - What year did Taylor start releasing re-recordings?
Answer: 2021 - Which album featured the song “Carolina”?
Answer: “Where the Crawdads Sing” soundtrack - What does “TV” stand for in Taylor’s re-recordings?
Answer: Taylor’s Version - Which re-recording featured the most vault tracks?
Answer: Red (Taylor’s Version) - Who did Taylor work with on the “All Too Well” short film?
Answer: Sadie Sink and Dylan O’Brien - Which Grammy did “All Too Well (10 Minute Version)” win?
Answer: Best Music Video - What was the first single from “Midnights”?
Answer: “Anti-Hero” - How long is the “All Too Well” short film?
Answer: About 15 minutes - Which album was released surprise-style after “folklore”?
Answer: evermore - What special edition items were released with “Midnights”?
Answer: Multiple vinyl variants and CDs - Which vault track from Red (TV) features Chris Stapleton?
Answer: “I Bet You Think About Me” - What awards did the “All Too Well” short film win?
Answer: Grammy for Best Music Video and others - Which re-recording is expected next?
Answer: Reputation (Taylor’s Version) or 1989 (Taylor’s Version) - What streaming records did “Midnights” break?
Answer: Most-streamed album in a single day on Spotify - Which vault song addresses Taylor’s eating disorder?
Answer: “You’re On Your Own, Kid” - What was special about the “Lavender Haze” music video?
Answer: It was directed by Taylor Swift herself
Why Taylor Swift Trivia is Perfect for Any Gathering {#why-taylor-swift-trivia}
Let me tell you, Taylor Swift trivia is a game-changer at parties! There’s something magical about watching a room full of people light up when they hear the opening notes of “Love Story” or debate whether “All Too Well (10 Minute Version)” is better than the original. It’s both entertaining and educational – you learn so much about Taylor’s creative journey while having a blast with friends.
I discovered this firsthand during my daughter’s 13th birthday party (very fitting, right?). We planned a Taylor Swift trivia night, and even the parents who claimed they “didn’t know Taylor’s music” ended up singing along and answering questions. Now it’s become our go-to activity for gatherings, right up there with those conversation starters we love to use!
Final Thoughts
There you have it – over 100 Taylor Swift trivia questions that’ll put even the most dedicated Swifties to the test! I had so much fun putting this collection together, remembering all the amazing moments throughout Taylor’s career. From her country roots to her indie folk evolution, Taylor Swift has given us so much incredible music and memorable moments to quiz ourselves on.
Did you know all the answers? I’m betting there were at least a few that stumped you (don’t worry, that happened during our family trivia night too!). These questions are perfect for your next Swiftie gathering, whether it’s a listening party for her latest release or just a fun night in with fellow fans.
If you’re looking for more conversation starters or want to plan the perfect trivia night, check out our collection of questions to ask your best friends or explore our interesting topics to talk about. Trust me, combining Taylor Swift trivia with good friends is a recipe for an unforgettable evening!
Now go ahead, challenge your squad, and may the most dedicated Swiftie win! 🎤✨