Once Upon A Time
True Fan
Name That Song
Major Milestones
Hollywood Calling
100

Taylor Swift was born on this date. 

When is December 13th 1989? 

100

Taylor Swift was this age when she moved to Nashville.

What is 14 years old? 

100

This song on “Lover” includes the lyrics “devils roll the dice, angels roll their eyes”?

What is "Cruel Summer"?

100

This album notably marked Taylor Swift’s transition from country to pop. 


What is 1989? 

100

Taylor Swift makes her TV acting debut in this hit crime show. 


What is CSI: Crime Scene Investigation?

200

Taylor Swift has three cats, all with first and last names. 

Who are Olivia Benson, Meredith Grey, and Benjamin Button? 

200

Taylor Swift frequently visited this Nashville venue during her early career.


What is The Bluebird Café?

200

This song from Taylor Swift’s album “Speak Now” is rumored to be inspired by her feud with fellow musician John Mayer.

What is "Dear John"? 

200

In 2014, Taylor Swift releases her fifth album.

What is 1989? 

200

This song was inspired by Taylor Swift’s love of detective shows and crime dramas.


What is “No Body, No Crime?"

300

Taylor wrote and performed this song at her high school talent show, and it would later go on to be a huge hit. 


What is Our Song? 

300

The name of Taylor Swift’s best friend from high school, who she has even dedicated songs to.

 

Who is Abigail Anderson. 

300

This song includes the lyric “we could leave the Christmas lights up ’til January."


What is "Lover"? 

300

This album is widely believed to be about her ex-Harry Styles.


What is 1989?

300

Taylor Swift famously joined on stage this rockstar to perform his hit song “Livin’ on a Prayer”? 


Who is Bon Jovi?

400

Taylor Swift spent most of her childhood growing up on a ____ farm until the age of 14.

What is a Christmas tree farm? 

400

This is the name of the high school that Taylor Swift attended.

What is Hendersonville High School?

400

This song includes the lyrics “you weren’t mine to lose." 


What is "August"? 

400

This song from 1989, is believed to be written in response to the media’s portrayal of Taylor Swift. 


What is Blank Space?

400

This fashion magazine featured Taylor Swift on its cover for the first time in 2019. 


What is Vogue Magazine? 

500

Taylor Swift's cat starred in a Diet Coke commercial. 

Who is Olivia Benson?

500

This Taylor Swift song became the longest-running #1 hit on the Billboard Hot 100 chart. 


What is “Shake It Off”? 

500

Ed Sheeran is the male vocalist featured in this song.  

What is “Everything Has Changed”

500

This song on “1989” features Kendrick Lamar. 

What is Bad Blood? 

500

This is the name of Taylor Swift’s documentary film released on Netflix in 2020. 

 

What is Miss Americana?

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