I LOVER You, It’s Ruining My Life
You Don't Get to Tell "ME!" About Sad
Am I Allowed to "Cry"
Old Habits Die "Screaming"
I Can Do It With a [Mosaic] Broken Heart
100

He grew up in shiny bright Beverly Hills. 

Who is Jake Gyllenhaal?

100

In this song, Taylor's mind turns her love interest's life into Folklore. 

What is "Gold Rush?"

100

In "The Way I Loved You," this is the thing that I miss. 

What is "Screaming and crying and kissing in the rain?"

100

In this song, Taylor says "And the cynics were outraged, screaming, 'This is absurd”

What is Long Live?

100

This song includes the lyric: "Autumn leaves fall down like pieces into place"

What is "All Too Well."


200

Rumored to be the inspiration for the song, "Superman," this ex of Taylor's has deep brown eyes. 

Who is John Mayer?

200

While not about the same Boy, this other Taylor Swift track uses the word "London." 

What is "Come back be here?"

200

In "The Lakes," those windermere peaks look like this.  

What is "the perfect place to cry?"

200

In this song, Taylor says "The rest of the world was black and white, but we were in screaming color"

What is "Out of the Woods?"

200

This song includes the lyric: "and when I break it's in a million pieces"

What is "Mirrorball?"

300

According to Shawn Mendes, he's got kind of a villain look about him. 

Who is Joe Alwyn?

300

While we have learned since that her relationship would not last, in 2020, Taylor certainly thought her her relationship would be for "evermore" when she wrote this song. 

What is "Long Story Short?"

300

In Seven Taylor implores her friend that "we can be pirates" for this reason. 

What is "so you don't have to cry?" 

300

In this song, Taylor says "And you want to scream, 'Don’t call me ‘kid,’ don’t call me ‘baby’”

What is "Illicit Affairs?"

300

This song includes the lyric: "I've been picking up the pieces of the mess you made"

What is "All you had to do was stay?"

400

Olivia Rodrigo says she has has "class and integrity" just like this man and other members of his family. 

Who is Conor Kennedy?

400

This song uses the phrase "Castle crumbled" before a Speak Now bonus track with a similar title was release. 

What is "Call it what you want?" 


400

In New Romantics, we do this in the bathroom. 

What is "cry tears of mascara?"

400

In this song, Taylor says "Stood on the cliffside screaming, 'Give me a reason”

What is "Hoax?"

400

This song includes the lyric: "Cut me into pieces. Hostage gold cage to my feelings"

What is "So it goes?"

500

This man presented the award for best music video by a female artist in 2009 at the VMAs. 

Who is Taylor Lautner? 

500

These two songs might be about more serious problems, but they do contain the word "Champagne."

What are "The Last Great American Dynasty" and "This is Why We Can't have Nice Things"

500

We do this at the bar in "Hits Different."

What is "never don't cry"

500

In this song, Taylor says "You’re screaming inside and frozen in time"

What is "Only the Young?"

500

This song includes the lyric: "There's a chain round your throat, piece of paper where I wrote, I'll wait for you" 

What is "Run [ft Ed Sheeran?"