| Hint | Answer | % Correct |
|---|---|---|
| Only song to go number one on the billboard charts from Lover | Cruel Summer | 95%
|
| Emotional song that has her ex's name in the title | Dear John | 92%
|
| Song that demonstrates Swift's support of the Gay rights movement | You Need To Calm Down | 87%
|
| Taylor's longest song | All Too Well | 86%
|
| "I like fancy things but..." | Paper Rings | 86%
|
| Song that name drops James Dean in it's lyrics | Style | 86%
|
| Features Lana Del Rey | Snow On The Beach | 85%
|
| Evermore song about an old friend | dorothea | 78%
|
| Music video from the Red era that includes tour videos | Red | 74%
|
| A song Swift wrote for the Hunger Games soundtrack | Safe and Sound | 74%
|
| Song that's title is an emotion | happiness | 72%
|
| A song that's title is three adjectives in a row (from Red) | Sad Beautiful Tragic | 71%
|
| Fan favorite of the 1989 deluxe tracks | New Romantics | 69%
|
| Comes before betty on the folklore tracklist | epiphany | 67%
|
| Mentions the time 1:58 | Last Kiss | 62%
|
| Song that is believed to be about Swift's brother | Never Grow Up | 50%
|