Albums
Songs
Personal
Relationships
Miscellaneous
100
Taylor's album that occupied all top ten spots of the Billboard Top 10. 

What is Midnights?

100

The opening track for Speak Now

What is Mine?

100

The year, month, and day of Taylor's birth. 

What is December 13th, 1989?

100

Taylor's first public breakup was with this man. 

Who is Joe Jonas?

100

Taylor's age. 

What is 33

200

Includes the song: "Come in With the Rain"

What is Fearless?

200
The two original songs written for Hunger Games Catching Fire.

What is "Safe and Sound" and "Eyes Open"?

200

Her brother's name.

Austin Swift

200

The song "Enchanted" was written about this guy. (Never officially dated him)

Who is Adam Young?

(Owl City is also an acceptable answer)

200

Taylor was born and raised in this state. 

What is Pennsylvania?

300

Album that features the two bonus tracks: "it's time to go" and "right where you left me"

What is evermore?

300

The song includes the lyrics: "you know I left a part of me back in New York"

What is hoax?

300

The place Taylor got into a snow mobile accident with Harry Styles. 

What is Park City, Utah?

300

Taylor dated these men in 2014.

Who is none?

(Taylor was on a men detox this year)

300

Taylor can play these four instruments.

What is guitar, banjo, ukulele, and piano?
400
Taylor's second rerecorded album.

What is Red (Taylor's Version)

400

Still unreleased leaked song from Lover.

What is Need?

400

Taylor bought her first home here in 2009.

What is Nashville, Tennessee?

400

This boyfriend is related to a famous president. 

Who is Connor Kennedy?

400

The color of eyes Taylor mentions in "Mary's Song (Oh My My My).

What is blue?

500
Name all three albums that have received grammy's in the order they were recieved. 

What is Fearless, 1989, and folklore?

500

One of the seven ancient wonders of the world is mentioned in the song "cowboy like me"?

What is the hanging gardens of Babylon?

500

Taylor got sexually harassed in this city, leading to her famous counter lawsuit for $1. 

What is Denver, Colorado. 
500

This boyfriend was spotted wearing an "I <3 TS" shirt at the beach with her.

Who is Tom Hiddleston?

500

The flavor of Taylor's famous cookies. 

What is chai?