100+ Best Taylor Swift Trivia Questions & Answers

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

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

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

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

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