Debut
Fearless
Speak Now
Red
1989
100
This is what Taylor's boyfriend wouldn't let her drive in Picture to Burn.
What is "that stupid old pickup truck"?
100
This William Shakespeare play was reimagined by Taylor in her song "Love Story."
What is Romeo and Juliet?
100
This song was written about the girl who "stole" Joe Jonas from Taylor.
What is Better Than Revenge?
100
This was the color of "missing him" in the song "Red."
What is dark grey?
100
This is what's been waiting for you in the opening track of 1989.
What is New York?
200
This is who Taylor is singing to in "Teardrops on My Guitar."
Who is Drew?
200
The music video for this song won the Video of the Year at the 2009 VMAs.
What is "You Belong With Me"?
200
Taylor uses this guitar to play the song that was dedicated to her band, which has since become the Swiftie anthem.
What is Long Live?
200
Taylor wore this shirt in the video for this song.
What is "22"?
200
Taylor repeats this phrase 34 times in the fourth track of 1989.
What is "out of the woods"?
300
This is the state referred to in the opening line of "Tim McGraw."
What is Georgia?
300
Taylor squeezed this song onto Fearless right before it was released to comment on her breakup with Joe Jonas.
What is Forever and Always?
300
This is where Taylor wants you to meet her in the song "Sparks Fly"?
Where is in the pouring rain?
300
This is where you almost ran the red in All Too Well.
Where is on that little town street?
300
This is what Taylor doesn't have to pretend to do now that y'all don't talk.
What is listen to acid rock?
400
Baby, this is what might have happened if you had said "no."
What is you might still have me.
400
This song was inspired by Taylor's best friend from high school, Abigail.
What is Fifteen?
400
Instead of continuing to be a careful man's careful daughter, his is what Taylor turned into during the chorus of "Mine."
What is a rebel?
400
This is what Taylor bets you are doing with your organic shoes and your million dollar couch.
What is thinking about her?
400
This is where a brunette Taylor's Wildest Dreams video was set.
Where is Africa?
500
This is the connection that Travis Kelce has to "Mary's Song."
What is his jersey number is 87?
500
This song was written about Taylor's relationship with her mother.
What is "The Best Day"?
500
In this video for this song, Taylor is rescued from a literal vault by the stars of her previous music videos.
What is "I Can See You"?
500
Every time she doesn't, Taylor does this.
What is "I Almost Do"?
500
This is all you had to do.
What is STAY?