57 Taylor Swift Trivia Questions And Answers

These Taylor Swift trivia questions and answers can entertain all the Swifties out there. Taylor Swift is one of the most well-known and iconic musicians of our time.

Her career spans many years, and our Taylor Swift trivia questions and answers will cover it. See if you know her first record label and much more. 

If you consider yourself the biggest Swiftie, then prove it by answering these Taylor Swift trivia questions. If you like our Taylor Swift trivia, check out our:

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Taylor Swift trivia questions

1. In what year did Taylor Swift release her first album?

2. In what year did Taylor Swift become the first woman ever to win Billboard’s Woman of the Decade Award?

3. What was the first record label that Taylor Swift ever signed with? 

4. What was the title of the first single Taylor Swift ever released? 

5. What is the name of the woman who co-wrote over a dozen songs with Taylor Swift? 

6. Which song did Taylor Swift win her first ever Grammy for?

7. As of 2022, how many studio albums has Taylor Swift released? 

8. Taylor Swift holds the record for most awarded artist by the American Music Awards. How many awards has she won as of this writing? 

9. In which year did Kanye West famously interrupt Taylor Swift’s speech during MTVs Video Music Awards? 

10. Taylor Swift reportedly took out insurance for her legs before the tour of which album? 

11. How much did Taylor Swift pay to insure both of her legs?

12. Taylor Swift’s song “Welcome to New York” is on which album? 

13. What is the name of the person who taught Taylor Swift how to play the guitar? 

14. How old was Taylor Swift when she first learned to play guitar? 

15. Who is the talent agent that Taylor Swift bought her music back from? 

16. What is the name of the song in which several celebrities were featured in the music video, including Zendaya, Hayley Williams, and Gigi Hadid?

17. Who was the actress who starred in Taylor Swift’s short film “All Too Well”? 

18. Who produced Taylor Swift’s short film “All Too Well”? 

19. What is Taylor Swift’s lucky number? 

20. Taylor Swift won her first award, New Female Vocalist of the Year, in which year? 

21. In 2015, Taylor Swift won the award for Best Lyrics on which song? 

22. Taylor Swift is the only female artist to have ever won an award in which category three times? 

23. What zodiac sign is Taylor Swift? 

24. In which U.S. state was Taylor Swift born? 

25. What is the title of Taylor Swift’s third album? 

26. Taylor Swift’s song “Our Song” was originally written for her high school talent show in which grade? 

27. Which two albums from Taylor Swift were released in 2020?

28. In 2009, Taylor Swift made her debut in acting in which TV series? 

29. What was the first movie that Taylor Swift was featured in?

30. How old was Taylor Swift when she won a national poetry contest with a poem titled “Monsters In My Closet”? 

31. What is Taylor Swift’s full name?


32. When was Taylor Swift born?

33. Where was Taylor Swift born?

34. What was Taylor Swift’s debut album?

35. Which of Taylor Swift’s albums is entirely self-written?

36. What is the name of Taylor Swift’s first hit song?

37. How many Grammy Awards had Taylor Swift won as of 2021?

38. What is the name of the record label that Taylor Swift established in 2018?

39. What instrument did Taylor Swift learn to play at a very young age?

40. What was the name of Taylor Swift’s fourth studio album, released in 2012?

41. Which album did Taylor Swift re-record first, as part of her efforts to regain control of her master recordings?

42. Which pop artist inspired Taylor Swift’s transition from country to pop music?

43. How many siblings does Taylor Swift have?

44. What song on “1989” was rumored to be about Harry Styles?

45. Which 2020 Taylor Swift album was recorded entirely during the COVID-19 lockdown?

46. Which actress played the older version of Taylor Swift in the music video for “The Best Day”?

47. What is the name of Taylor Swift’s cat that she named after a character from “Grey’s Anatomy”?

48. What song did Taylor Swift write to help her cope with her mother’s cancer diagnosis?

49. Which musician was featured in Taylor Swift’s song “End Game”?

50. Which album of Taylor Swift’s has a song featuring Bon Iver?

51. Who directed the documentary about Taylor Swift titled “Miss Americana”?

52. What is the name of the award Taylor Swift received at the 2019 American Music Awards, making her the artist with the most wins in the show’s history?

53. Which of Taylor Swift’s albums includes the track “All Too Well”, which has a cult following among her fans?

54. Who is the protagonist in Taylor Swift’s “Love Story”?

55. What is the name of Taylor Swift’s second surprise album of 2020?

56. Which famous producer has Taylor Swift often collaborated with?

57. What is the name of the political candidate Taylor Swift endorsed in the 2018 midterm elections in Tennessee?

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