I've Spent My Whole Life Trying to Put It Into Words
Don't You Ever Grow Up
And Baby, That's Show Business for You
Our Song
I Promise That You'll Never Find Another Like Me
100

This number was a song title on Taylor's "Fearless" album

Fifteen

100

Taylor was born in this state

PA

100

Taylor's first single

Tim McGraw

100

The alleged namesake of "Dear John"

John Mayer

100
Taylor's signature lipstick color

Red

200

This song featured the popular lyric, "It's me, hi, I'm the problem, it's me."

Anti-Hero

200

Taylor is named after this music artist

James Taylor

200

Taylor's top-performing song of all time

Anti-Hero with eight weeks at number one 

200

The most obvious song rumored to be written about Harry Styles

Style

200
Taylor's favorite number

13

300

This song inspired many memes with the lyric "I cry a lot but I am so productive."

I Can Do It With A Broken Heart

300

Taylor grew up on this type of land

Christmas Tree Farm

300

Taylor's longest song title

We Are Never Ever Getting Back Together

300

The two songs fans say is about Jake Gyllenhaal

All Too Well and We Are Never Ever Getting Back Together

300
The 2010 movie Taylor had a supporting role in

Valentine's Day

400

Taylor mentions this eye color in "Sparks Fly"

Green

400

Taylor's middle name

Alison

400

The number of album covers featuring Taylor with super curly hair

Three — her debut album, Fearless and Speak Now

400

The song alleged about Joe Jonas

Better Than Revenge

400

The name of Taylor's 2020 Netflix documentary

Miss Americana

500

Taylor sings "Sometimes you just don't know the answer 'til someone's on their knees and asks you" in this song

Champagne Problems

500

The names of Taylor's three cats

Meredith Grey, Olivia Benson and Benjamin Button

500

Two female artists Taylor is rumored to have beef with

Katy Perry and Olivia Rodrigo

500

The celebrity "Back to December" is rumored to be written about

Taylor Lautner

500
Taylor's go-to order at the bar

Vodka and diet coke