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100

This indie folk band partnered with Taylor on "Exile," a haunting duet featured on her Folklore album.

Who is Bon Iver?

100

*Taylor was often seen with this singer and former Disney star, who is known for her hit songs "Come & Get It" and "Lose You to Love Me."

Who is Selena Gomez? 

100

*In 2016, Taylor and this rapper had a public feud after he mentioned her in the lyrics of his song "Famous."

Who is Kanye West?

100

At the 2014 Met Gala, Taylor wore a blush pink satin gown by this designer, marking her transition from country princess to pop star.

Who is Oscar de la Renta?

100

This vault track from "Fearless (Taylor's Version)" became an instant fan favorite and features Maren Morris.

What is "You All Over Me"

200

Taylor’s 1989 track "Bad Blood" was remixed to feature this rapper, marking one of her most famous collaborations.

Who is Kendrick Lamar?

200

*This British singer-songwriter and long-time friend of Taylor’s is known for collaborating with her on the songs "Everything Has Changed" and "End Game."

Who is Ed Sheeran?

200

Taylor’s feud with this music executive over the rights to her masters became one of the most publicized battles in the music industry.

Who is Scooter Braun?

200

Taylor channeled Old Hollywood glam at the 2013 Vanity Fair Oscar Party, wearing a stunning floor-length gown in this classic color.

What is gold?

200

This upbeat vault track from "Fearless (Taylor’s Version)" became a fan favorite for its sassy reflection on an ex who thought he was flawless.

What is "Mr. Perfectly Fine"?

300

*On her Fearless (Taylor’s Version) album, Taylor collaborated with this country star on the song "That’s When."

Who is Keith Urban?

300

This actress and activist is one of Taylor’s best friends and co-starred with her in "The Giver." She also made a cameo in the "Bad Blood" video as Luna.

Who is Zendaya?

300

Taylor had a very public legal battle with this streaming service in 2014 over artist compensation, which ultimately led to policy changes for the entire industry.

What is Spotify?

300

At the 2015 MTV Video Music Awards, Taylor showed off her edgy side, donning a glittery crop top and matching high-waisted houndstooth pants designed by this fashion house.

What is Ashish?

300

Originally written for Little Big Town, this emotional vault track from "Red (Taylor’s Version)" reflects on the heartbreak of a relationship that ended too soon.

What is "Better Man"?

400

*This rock band collaborated with Taylor for the vault track "Electric Touch" on Speak Now (Taylor's Version).

Who is Fall Out Boy?

400

This squad member, a former Disney star and pop sensation, performed "Jealous" with Taylor during the 1989 World Tour.

Who is Nick Jonas?

400

*Taylor was embroiled in a public disagreement with this politician over LGBTQ+ rights, which she addressed in her song "You Need to Calm Down."

Who is Senator Marsha Blackburn?

400

*During the "Red" era, Taylor frequently wore this signature accessory, making it a staple of her promotional looks and performances.

What is a black fedora hat?

400

Chris Stapleton features on this country-tinged vault track from "Red (Taylor’s Version)", which takes a jab at an ex’s presumptuous attitude.

What is "I Bet You Think About Me"? 

500

Taylor joined this indie artist in a collaboration on her song "Two Is Better Than One," which was released by the band Boys Like Girls.

Who is Martin Johnson?

500

Taylor’s friendship with this supermodel includes numerous appearances together, including Taylor being part of her Victoria’s Secret Fashion Show performances.

Who is Lily Aldridge?

500

In 2021, Taylor had a brief online spat with this Netflix show after it included a joke about her dating history, prompting her to speak out against the double standards placed on women.

What is "Ginny & Georgia"?

500

During the 2024 superbowl Taylor supported her boyfriend Chief's tight-end with a 87 varsity pendant necklace from this designer.

Who is Stephanie Gottlieb

500

This vault track from "Speak Now (Taylor's Version)" tells the story of a high-speed secret relationship, where two lovers sneak around, avoiding public eye.

What is "I Can See You"?