"Welcome to New York"
"Red" Flags & Romance
"Speak Now!" or Forever Hold Your Peace
"Reputation" Ruining Scandals
"Lover" of Lyrics
100

Katharine and Dave were engaged at this iconic New York City landmark

What is Central Park?

100

Taylor’s exes inspired many of her songs, but this famous pop star was the rumored muse of Dear John.

Who is John Mayer?

100

 Katharine & Dave will be married at this venue on September 27, 2025.

What is the Peconic Bay Yacht Club?

100

In Look What You Made Me Do, Taylor announced the "old Taylor" couldn't come to the phone because of this dramatic reason.

What is "she’s dead"?

100

This hit album contains the iconic lyric, "You belong with me."

What is Fearless?

200

Dave and Katharine enjoy paddle boarding on this body of water

What is the Long Island Sound?

200

 In 2023, Taylor’s six-year relationship ended with this superstar, inspiring fan theories that her album Midnights was filled with hidden clues about the breakup.

Who is Joe Alwyn?

200

A 2011 royal wedding inspired Taylor’s song Enchanted, after she was rumored to have a crush on this prince.

Who is Prince William?

200

This reality superstar and her former husband secretly recorded a phone call with Taylor Swift, leading to a years-long feud that inspired the song Look What You Made Me Do.

Who are Kim Kardashian and Kanye West?

200

Taylor sings about marrying someone even if it's with this type of ring in a song from Lover.

What are "Paper Rings"?

300

Dave’s future in-laws reside in this Orient Point cottage

What is Bayhouse?

300

This pop star allegedly broke up with Taylor over a 27-second phone call, inspiring songs like Forever & Always and Mr. Perfectly Fine.

Who is Joe Jonas?

300

Our bride officiated the weddings of these two bridesmaids. 

Who are Ali and Kate?

300

Taylor took legal action against this music executive after he sold the masters of her first six albums without her consent.

Who is Scooter Braun?

300

A street in New York inspired this song where Taylor sings, "My love was as cruel as the cities I lived in, everyone looked worse in the light."

What is "Cornelia Street"?

400

Katharine and Dave moved to this hamlet shortly after Katharine finished residency

What is St James?

400

This singer and Taylor had a whirlwind romance in 2012 that included a snowmobile accident, a Central Park date, and a later diss track.

Who is Harry Styles?

400

Katharine and Dave have visited this “happy place” three times in the past year.

What is Jamaica (Rockhouse)?

400

This pop star, rumored to have begun over stolen backup dancers, inspired Taylor's track Bad Blood and was eventually squashed with a literal olive branch.

Who is Katy Perry?

400

Taylor and Ed Sheeran sing about love at first sight with this lyric: "All I know is, you said hello, and your eyes look like coming home."

What is "Everything Has Changed"?

500

What is the unofficial name of Katharine’s future in-law’s house?

What is Swanspa?

500

Taylor’s relationship with this musician was so short-lived that fans barely had time to process it before it ended in summer 2023.

Who is Matty Healy?

500

What is Katharine’s favorite drink that Dave makes that she will certainly have on the morning after her wedding?

What is a Bloody Mary?

500

In response to criticism about not writing her own songs, Taylor tweeted, "I write all of my own songs. Your hot take is completely false and so damaging." This frontman of Blur and Gorillaz was the recipient.

Who is Damon Albarn?

500

"This night is sparkling, don’t you let it go." is a dreamy lyric from this track.

What is "Enchanted"?