Songs & Lyrics
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100

Which TS song is rumored to be about abortion/miscarriage?

Bigger than the Whole Sky

100

What is Taylor Swift's middle name?

Alison

100

Name two songs (and their associated boys) in which TS writes about men she never actually dated, but had some interest in at the time.

Drew Hardwick in Teardrops on my Guitar and Adam Young in Enchanted

100

Taylor has mentioned many colors throughout her songs and personal life, but which is her favorite according to interviews?

Red

100

Taylor gets her name from a famous artist in the past that her parents were inspired by, what is this artist's full name?

James Taylor

200

Taylor has played an enormous number of songs live over the course of her career, but which ones has she played the most all-time? Name any of the top five...

BONUS: name more than one!!

1. Love Story, 550 times

2. You Belong With Me, 440 times

3. Our Song, 414 times

4. Fearless, 324 times

5. Tim McGraw, 298 times

200

What are the names of Tay's Mother, Father, and Brother?

Andrea, Scott, Austin

200

Name at least seven men off Taylor's "long list of ex-lovers"...

John Mayer, Matty Healy, Joe Jonas, Harry Styles, Jake Gyllenhal, Taylor Lautner, Joe Alwyn, Tom Hiddleston, Calvin Harris

200

Taylor is no stranger to celebrity beef, but can you name at least five famous people she has beefed with in the course of her career? (Not including ex-boyfriends). BONUS: name at least two she has previously been friends with, feuded with, then became friends again after.

Kanye West, Kim K, Scooter Braun, Olivia Rodrigo, Demi Lovato, Scott Borchett, Nicki Minaj

BONUS: Katy Perry, Karlie Kloss

200

Taylor Swifts NPR TinyDesk session was certainly something to behold, but can you remember at least one track she played during this stunning performance?

BONUS: name more!!

Lover, The Man, Death by a Thousand Cuts, All Too Well

300

Joe Alwyn's pseudonym while writing with Taylor was William Bowery, but what pseudonym has Taylor herself written under and during what relationship did she adopt this secret name?

Nils Sjöberg, while she was with Calvin Harris

300

We know that TS grew up on a Christmas tree farm, but what State and Town did she grow up in specifically?

West Reading, Pennsylvania

300

Taylor has had her fair share of short and long relationships, with her commitment to Joe Alwyn being the longest by far. However you may not know who holds the record for the shortest confirmed relationship with the superstar, how long and who is he? (Hint: there are two, tied for this dishonor)

Matty Healy and Harry Styles, each one month approximately

300

Alongside being a prolific singer, songwriter, and actress, Taylor Swift was also a model for a short time in her early life during her rise to stardom. What agency did she model for?

Abercrombie & Fitch, for their "Rising Stars" campaign at the time

300

On November 29th, 2019, Tay won six AMAs, including Artist of the Decade, putting her total to 29 AMA awards lifetime. This broke the record of the previous title-holder, what was this artist's name? (Hint: it's a he)

Michael Jackson

400

Taylor has been featured on many famous tracks in her musical career, but can you name at least five A-list musicians she has featured on her own songs?

Colbie Caillat, Gary Lightbody, Ed Sheeran, Kendrick Lamar, Brendon Urie, Bon Iver, Keith Urban, Phoebe Bridgers, Post Malone, Lana Del Rey, Ice Spice, Chris Stapleton, Hayley Williams, Florence + The Machine

400

Who was TS's best friend from childhood, and what song did she dedicate to this person early in her career?

Abigail Anderson Berard, Fifteen

400

Lucas Till dated Taylor Swift for a short period in 2009 after co-starring as the dreamy next-door neighbor in one of her music videos, which song/video was it?

You Belong With Me

400

Name two of TS's cat's names

Meredith and Olivia

400

Among other things, Taylor has started (and discontinued) several lines of perfume under her name, can you name one?

BONUS: name more!!

Wonderstruck by Taylor, Taylor by Taylor Swift, Taylor Swift Incredible Things

500

At the age of twelve, Taylor wrote her first song with the help of local musician, guitar instructor, and computer repairman Ronnie Cremer, what was the name of this song?

Lucky You

500

Taylor won a few trophies as a horse-rider in her childhood, and horse-riding continues to be a hobby of hers into adulthood. Can you name Tay's pet pony from childhood?

Ginger

500

Taylor Swift has been wronged by many men in her life, but which boy stands out, according to Tay, as one with whom she broke up with and actually feels bad about to this day?

Taylor Lautner

500

Taylor was inspired to move to Nashville, Tennessee (and soon after did) after watching a documentary at home about which famous country artist? (Hint: it's a she)

Faith Hill

500

13 is Taylor's lucky number, but can you list 13 different ways that the number is or has been showcased in her life and career?

-Birthday

-Turning 13 on Friday the 13th

-Midnights Album (among others) had 13 original tracks

-First album went gold in 13 weeks

-Every musical award she has won, she was seated on the 13th row or on row "M" (the 13th letter)

-First ever #1 Hit had a 13 second intro

-Announced TTPD on stage after winning her 13th Grammy

-Announced The Eras Tour film on Friday the 13th

-The Lucky One on Red (Taylor's Version) was the 13th track, had a 13 second intro, and the word "Lucky" is said 13 times during the song

-She was 13 when she landed her first development deal, which kickstarted her career

-Taylor Swift's appearance at the Super Bowl to support Travis Kelce was her 13th official appearance at a game for him (and her flight from Tokyo to be there was roughly 13 hours, and the team they played were the 49ers which 4 + 9 is 13)

-Many of her songs, including "22", "Willow", and "Cardigan", repeat important lyrics 13 times total in the song ("22", "that's my man", and "I knew you" respectively)

-Any music video reference (Out of the Woods, Ours, etc...)

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