99 Taylor Swift Trivia Questions for Your Next Quiz Night!

Calling all Swifties! If you think you know everything about Taylor Swift, it's time to put your knowledge to the test. We've compiled 99 trivia questions that cover every aspect of Taylor's illustrious career, from her early days in country music to her current status as a global pop icon. Whether you're hosting a Taylor Swift-themed party, a cozy night in, or just want to challenge your friends, these questions will reveal who the ultimate Swiftie truly is. Ready to dive in? Grab your favorite Taylor Swift album, gather your fellow fans, and let’s get started on this epic trivia journey!

The Ultimate Taylor Swift Trivia Challenge! (Answers Below)

Early Life and Career Beginnings

1. What year was Taylor Swift born?
2. In which city was Taylor Swift born?
3. What is Taylor Swift's middle name?
4. What was the name of Taylor Swift's first single?
5. Which record label did Taylor Swift first sign with?
6. At what age did Taylor Swift release her debut album?
7. What instrument did Taylor Swift start learning at age 12?
8. What was the name of Taylor Swift's debut album?
9. Which song on her debut album became her first Top 40 hit?
10. Which Taylor Swift song was inspired by her high school crush, Drew?

Albums and Songs

11. What is the name of Taylor Swift's second album?
12. Which album features the hit single "Love Story"?
13. What year was "Fearless" released?
14. Which Taylor Swift album includes the song "You Belong with Me"?
15. How many Grammy Awards did "Fearless" win?
16. What was the lead single from the "Speak Now" album?
17. Which song on "Speak Now" is about Taylor Lautner?
18. What is the name of Taylor Swift's fourth album?
19. Which song from "Red" features Ed Sheeran?
20. What inspired the song "All Too Well" on the "Red" album?

Lyrics and Music Videos

21. Finish the lyric: "Romeo, take me somewhere we can be ____."
22. In which music video does Taylor Swift dress as a nerd and a cheerleader?
23. Which song's music video features Taylor Swift crashing a wedding?
24. What color is the dress Taylor Swift wears in the "Love Story" music video?
25. Which music video features Taylor Swift playing multiple versions of herself?
26. Finish the lyric: "I remember it all too ____."
27. In which video does Taylor Swift appear as a bride running from her wedding?
28. What is the name of the song where Taylor Swift sings, "I once was poison ivy, but now I'm your daisy"?
29. Which music video features a storyline inspired by "Alice in Wonderland"?
30. Finish the lyric: "We are never ever ever getting back ____."

Collaborations and Tours

31. Which song did Taylor Swift and Zayn Malik collaborate on for a movie soundtrack?
32. Name the artist Taylor Swift collaborated with on the song "Everything Has Changed."
33. Which rapper is featured on the "Bad Blood" remix?
34. What is the name of Taylor Swift's tour that supported the "1989" album?
35. Which artist did Taylor Swift bring out as a special guest during the "1989" tour?
36. Which tour did Taylor Swift first headline?
37. What year did Taylor Swift's "Reputation Stadium Tour" take place?
38. Which song did Taylor Swift and Brendon Urie of Panic! At The Disco collaborate on?
39. Name the artist featured in the song "End Game" from the "Reputation" album.
40. What was the name of Taylor Swift's tour in support of her album "Red"?

Personal Life and Interests

41. What are the names of Taylor Swift's cats?
42. Which famous British actor is Taylor Swift currently dating?
43. What is Taylor Swift's favorite number?
44. Name one of Taylor Swift’s favorite TV shows.
45. What holiday does Taylor Swift famously host parties for?
46. Which charitable cause is Taylor Swift known for supporting?
47. Name the city where Taylor Swift owns a penthouse apartment.
48. What book inspired Taylor Swift's song "Wonderland"?
49. Which actress is one of Taylor Swift's best friends and starred in the "Bad Blood" music video?
50. Which model is a member of Taylor Swift's "squad" and appeared in her "Blank Space" video?

Awards and Achievements

51. How many Grammy Awards has Taylor Swift won?
52. In what year did Taylor Swift win her first Grammy?
53. Which Taylor Swift album won the Grammy for Album of the Year in 2010?
54. How many Billboard Music Awards has Taylor Swift won?
55. What was the first Taylor Swift album to debut at number one on the Billboard 200?
56. Which award did Taylor Swift win at the 2015 MTV Video Music Awards for "Bad Blood"?
57. How many American Music Awards has Taylor Swift won?
58. In what year was Taylor Swift named Billboard's Woman of the Year for the first time?
59. What record did Taylor Swift break with her "Reputation" album tour?
60. Which Taylor Swift song won Best Female Video at the MTV Video Music Awards, famously interrupted by Kanye West?

Fun Facts and Miscellaneous

61. Which Christmas tree farm did Taylor Swift grow up on?
62. What was Taylor Swift’s role in the movie "Valentine’s Day"?
63. Which streaming service did Taylor Swift famously have a public feud with over artist compensation?
64. What is the name of Taylor Swift's documentary released on Netflix in 2020?
65. Which magazine named Taylor Swift as one of the 100 most influential people in the world multiple times?
66. What fragrance did Taylor Swift release in 2011?
67. What was Taylor Swift's role in the film adaptation of the musical "Cats"?
68. Which famous talk show host did Taylor Swift surprise with a performance on their birthday?
69. What is the name of the fictional band Taylor Swift fronts in "Hannah Montana: The Movie"?
70. Which award show did Taylor Swift co-host with Patrick Stump of Fall Out Boy in 2014?

Additional Questions

71. Which Taylor Swift song features Shawn Mendes in a remix version?
72. What was the name of Taylor Swift's 2014 documentary about her "Red" tour?
73. Which song did Taylor Swift release after winning her sexual assault lawsuit?
74. What is the name of Taylor Swift's holiday album?
75. Which Taylor Swift song includes the lyrics "I'm shining like fireworks over your sad, empty town"?
76. What instrument does Taylor Swift play in the song "All Too Well"?
77. In which music video does Taylor Swift reenact iconic movie scenes?
78. Which Taylor Swift album was released in two versions: a standard and a deluxe edition?
79. Which Taylor Swift song has the line "Darling, I'm a nightmare dressed like a daydream"?
80. Which album is the song "Red" from?
81. What is the first track on Taylor Swift's album "Lover"?
82. Which Taylor Swift song mentions her brother, Austin?
83. What year did Taylor Swift release her album "1989"?
84. Which Taylor Swift album features the song "New Romantics"?
85. What inspired Taylor Swift's song "Starlight"?
86. Which Taylor Swift music video features a futuristic theme?
87. Who did Taylor Swift collaborate with on the song "Safe & Sound"?
88. What is the name of Taylor Swift's record label that she founded?
89. Which Taylor Swift song was used in a Diet Coke commercial?
90. What is the last track on Taylor Swift's album "Folklore"?
91. What is the name of the Taylor Swift song that features a children's choir?
92. Which Taylor Swift song was inspired by a relationship with a member of One Direction?
93. In what year did Taylor Swift first host "Saturday Night Live"?
94. Which Taylor Swift song has the lyric "You can hear it in the silence, silence, you"?
95. What is the title of Taylor Swift's 2019 album?
96. Which Taylor Swift song did she perform at the 2021 Grammy Awards?
97. What is the name of Taylor Swift's 2020 surprise album?
98. Which Taylor Swift song includes the lyric "I've been the archer, I've been the prey"?
99. Who did Taylor Swift write "The Best Day" for?

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Answers

1. 1989
2. Reading, Pennsylvania
3. Alison
4. "Tim McGraw"
5. Big Machine Records
6. 16
7. Guitar
8. Taylor Swift
9. "Teardrops on My Guitar"
10. "Teardrops on My Guitar"
11. Fearless
12. Fearless
13. 2008
14. Fearless
15. 4
16. "Mine"
17. "Back to December"
18. Red
19. "Everything Has Changed"
20. Her relationship with Jake Gyllenhaal
21. alone
22. "You Belong with Me"
23. "I Write Sins Not Tragedies"
24. White
25. "Blank Space"
26. well
27. "Speak Now"
28. "Ivy"
29. "Wonderland"
30. together
31. "I Don't Wanna Live Forever"
32. Ed Sheeran
33. Kendrick Lamar
34. The 1989 World Tour
35. Various artists, including Lorde and Haim
36. Fearless Tour
37. 2018
38. "ME!"
39. Ed Sheeran and Future
40. The Red Tour
41. Meredith, Olivia, and Benjamin
42. Joe Alwyn
43. 13
44. Friends or Grey's Anatomy
45. Fourth of July
46. Education and disaster relief
47. New York City
48. "Alice in Wonderland" by Lewis Carroll
49. Selena Gomez
50. Karlie Kloss
51. 12
52. 2010
53. Fearless
54. 25
55. Speak Now
56. Video of the Year
57. 34
58. 2011
59. Highest-grossing U.S. tour by a woman
60. "You Belong with Me"
61. Pine Ridge Farm
62. Felicia
63. Spotify
64. "Miss Americana"
65. Time
66. Wonderstruck
67. Bombalurina
68. Ellen DeGeneres
69. The Swifties
70. CMT Music Awards
71. "Lover"
72. "The 1989 World Tour LIVE"
73. "Look What You Made Me Do"
74. "The Taylor Swift Holiday Collection"
75. "Dear John"
76. Guitar
77. "Love Story"
78. "Fearless"
79. "Blank Space"
80. "Red"
81. "I Forgot That You Existed"
82. "The Best Day"
83. 2014
84. 1989
85. The Kennedy family
86. "Ready for It?"
87. The Civil Wars
88. Republic Records
89. "22"
90. "The Lakes"
91. "Christmas Tree Farm"
92. "Style"
93. 2009
94. "You Are in Love"
95. "Lover"
96. "Willow"
97. "Folklore"
98. "The Archer"
99. Her mother, Andrea Swift

These questions cover a broad range of topics, from Taylor Swift’s early life and career beginnings to her lyrics, music videos, collaborations, tours, personal life, interests, awards, achievements, and fun facts. Use these questions to challenge your friends, test your own knowledge, or create an ultimate Taylor Swift trivia night.

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