Taylor Swift Trivia

100+ Best Taylor Swift Trivia Questions & Answers

Mike Oberman

Updated: March 28th, 2025

Swifties rejoice! It's time for a trivia challenge to test how much you love Taylor Swift. Try out this trivia challenge with your fellow Swifties. Move through this Taylor Swift trivia collection and see how many you can get right!

Taylor Swift Songs Trivia

Question: Which magical album holds the enchanting track "Mary's Song" that even fairy godmothers would hum along to?

Answer: Taylor Swift

Question: Which Taylor Swift album got a rock-star sprinkle from Gary Lightbody of Snow Patrol, turning it into a chart-topping party mix?

Answer: Red

Question: Which fiery album includes the rebellious anthem "Picture to Burn" that makes every ex think twice?

Answer: Taylor Swift

Question: Guess which hit song by Taylor Swift nails the high school dream vibe with the line "She's cheer captain and I'm on the bleachers" that every underdog loves?

Answer: You Belong With Me

Question: What is the name of the album that holds the heartwarming tune "Tied Together with a Smile," a perfect prescription for a gloomy day?

Answer: Taylor Swift

Question: Remember the riddle of the rhyme that launched a superstar? What was the title of the poem that earned a young Taylor Swift a national poetry contest victory?

Answer: Monster in My Closet

Question: Which uplifting track did Taylor Swift lend her magical voice to on the "Hope for Haiti" album, proving even heartbreak can spark hope?

Answer: Breathless

Question: In a twist of lyrical genius, which catchy tune bagged Taylor the “Best Lyrics” crown at the 2015 iHeartRadio Music Awards?

Answer: Blank Space

Taylor Swift Albums Trivia

Question: What was the opening single on Taylor Swift’s debut album that had country fans shouting “Yeehaw!” at the drop of a beat?

Answer: Tim McGraw

Question: Which childhood BFF’s first name did Taylor lift from her diary to inspire the hit “Fifteen” and remind us all of our golden school days?

Answer: Abigail

Question: Which album, painted in fiery hues and dropping like a mic in 2012, sold over one million copies in its first week, proving red really is the color of success?

Answer: Red

Question: On which dazzling Taylor Swift album does the serene track “Clean” close the show like a cool night after a wild party?

Answer: 1989

Question: Which record, packed with pop magic and chart-smashing hits like “Style” and “Out of the Woods,” is the ultimate throwback to modern pop perfection?

Answer: 1989

Question: Which quirky, heartfelt tune did Taylor Swift write for her high school talent show, setting the stage for her meteoric rise to stardom?

Answer: Our Song

Question: Which groundbreaking album crowned Taylor Swift as the first woman to snag Album of the Year at the Grammys twice, all while giving us those unforgettable 80s vibes?

Answer: 1989

Taylor Swift Music Videos Trivia

Question: Who plays Lucky in the "Bad Blood" video, adding a dash of indie charm to the action-packed scene?

Answer: Lena Dunham

Question: Which TV doctor steps in as Luna in the "Bad Blood" video, serving up a prescription of cool vibes?

Answer: Ellen Pompeo

Question: Who takes on the role of Domino in the "Bad Blood" video, sprinkling a bit of Hollywood glam into the mix?

Answer: Jessica Alba

Question: Who got his crown dethroned as the muse behind the breakup anthem "I Knew You Were Trouble"?

Answer: Harry Styles

Question: In which year did Taylor Swift's whirlwind romance with Joe Jonas make tabloid headlines?

Answer: 2008

Question: When did Taylor Swift’s steamy saga with Hollywood heartthrob Jake Gyllenhaal unfold?

Answer: 2010

Question: In which rom-com did Taylor Swift pop up with a cameo in 2010, charming us all in a cameo role?

Answer: Valentine's Day

Question: In which rom-com did Taylor Swift pop up with a cameo in 2010, charming us all in a cameo role?

Answer: Valentine's Day

Question: In which song does Taylor croon about a dual-handed love—with one hand on the steering wheel and the other on her heart?

Answer: Our Song

Question: Which hit declares that high heels and sneakers each tell their own unique love story?

Answer: You Belong With Me

Question: Which song features the confessional line, "I guess you didn't care, and I guess I liked that," delivering a dose of bittersweet truth?

Answer: I Knew You Were Trouble

Question: In which video does Taylor Swift wrap up a relationship with a dramatic phone call that leaves us all reaching for the tissues?

Answer: White Horse

Question: Which video sees Taylor Swift saying goodbye via phone call, marking the end of a bittersweet romance?

Answer: White Horse

Taylor Swift Career Trivia

Question: In which show did Swift make her acting debut, stepping into the spotlight on a crime-solving stage?

Answer: CSI

Question: How many times has Taylor Swift been nominated for a Golden Globe Award, proving her star power shines both on screen and in song?

Answer: Twice

Question: When did Taylor Swift kick off her musical journey with the single "Tim McGraw," sending country fans into a joyous frenzy?

Answer: 2006

Question: In her youth, Taylor Swift dazzled a talent show and earned the chance to open for which iconic singer, setting the stage for her future stardom?

Answer: Charlie Daniels

Question: What was the name of the electrifying tour Taylor Swift embarked on in 2018, turning stadiums into a full-blown Swiftie party zone?

Answer: Taylor Swift's Reputation Stadium Tour

Question: According to Forbes, what was Taylor Swift's jaw-dropping net worth as of August 2018, a figure that even made her haters do a double-take?

Answer: $320 million

Question: On the 2008 Me and My Gang Tour, for which musical act did Taylor Swift open, charming audiences along the way?

Answer: Rascal Flatts

Question: By the start of 2015, how many albums had Taylor Swift sold worldwide, solidifying her status as a record-breaking sensation?

Answer: 40 million

Question: In the "Bad Blood" video, who brings the fierce alter ego Slay Z to life, adding a runway-worthy touch to the music video magic?

Answer: Gigi Hadid

Taylor Life Story Trivia

Question: Which school did young Taylor Swift grace with her star power at age 14, blending high school drama with future chart-topping hits?

Answer: Hendersonville High School

Question: During that unforgettable MTV moment when Kanye crashed her acceptance speech, which category did Taylor clinch with undeniable swagger?

Answer: Best Female Video

Question: Who was the musical legend that Taylor Swift was named after, ensuring her name was destined for harmony from the start?

Answer: James Taylor

Question: On what epic date did the 1989 World Tour kick off, marking the beginning of a pop extravaganza that fans still celebrate?

Answer: May 5th, 2015

Question: In her early days of turning heads on runways, for which campaign did Taylor model under the iconic Abercrombie and Fitch banner?

Answer: Rising Stars

Question: On the set of which feel-good film did Taylor Swift cross paths with actor Taylor Lautner, sparking a meet-cute that fans still whisper about?

Answer: Valentine's Day

Question: Which film features not one, but two dazzling Taylor-written tracks on its soundtrack, adding a musical twist to the big screen?

Answer: "Hannah Montana: The Movie"

Question: Who was the guitar guru that strummed Taylor into music mastery, setting the stage for her lyrical genius?

Answer: Ronnie Cremer

Question: What milestone birthday did Taylor Swift celebrate in December 2014, proving that 25 is just the beginning of brilliance?

Answer: 25

Question: In which iconic hit does Taylor sing the heartfelt line, "Marry me Juliet you'll never have to be alone," sealing her legacy as a modern-day bard?

Answer: Love Story

Question: At just 11 years old, Taylor Swift wowed fans by singing the national anthem for which professional sports team, showcasing her early star power?

Answer: Philadelphia 76ers