| 100% | ALISON | 6 | Taylor ___ Swift, American singer and songwriter behind the 2019 hit "You Need to Calm Down" |
| 56% | LOVER | 5 | 2019 album by Taylor Swift featuring the hits "Me!" and "You Need to Calm Down" |
| 51% | TAYLORSWIFT | 11 | "You Need to Calm Down" singer who won six 2019 American Music Awards, including Artist of the Decade (2 wds.) |
| 46% | TAYLOR | 6 | "You Need to Calm Down" singer/songwriter Swift |
| 42% | CALM | 4 | "You Need to ___ Down" (2019 hit song by Taylor Swift) |
| 37% | CALM | 4 | "You Need to ___ Down" (Taylor Swift hit song) |
| 37% | CALMDOWN | 8 | "You Need to ___," 2019 song by Taylor Swift which won the MTV Video of the Year: 2 wds. |
| 37% | YOU | 3 | "___ Need to Calm Down" (Taylor Swift song) |
| 35% | STEVIENICKS | 11 | American singer and songwriter who became the first woman to be inducted twice into the Rock and Roll Hall of Fame: 2 wds. |
| 35% | QUEEREYE | 8 | Reality show whose cast appeared in the music video for Taylor Swift's "You Need to Calm Down" |
| 33% | STEPHENSTILLS | 13 | American singer and songwriter who is the first artist to be inducted twice on the same night into the Rock and Roll Hall of Fame: 2 wds. |
| 32% | SHAKE | 5 | "___ It Off," 2014 Taylor Swift song and what you can do to the things at 25a, 36a, 45a, 12d, and 38d |
| 32% | NEED | 4 | "You ___ to Calm Down" (Taylor Swift song) |
| 32% | CALM | 4 | "You Need to ___ Down" (Taylor Swift song) |
| 31% | CALM | 4 | "You Need to ___ Down" (Taylor Swift's message) |
| 31% | CARDIGAN | 8 | Taylor Swift hit with the lyric "You put me on and said I was your favorite" |
| 30% | CARDIGAN | 8 | Taylor Swift hit with the lyric "You put me on and said I was your favorite" |
| 30% | HEREWITHME | 10 | 2019 hit song by 17-Down featuring Chvrches with the lyrics "You're saying the words that I want you to say / There's a pain in my heart and it won't go away" (3 wds.) |
| 30% | REGINABELLE | 11 | "Baby Come to Me" singer who collaborated with 44-Across on the R&B hits "Without You" and 34-Across (2 wds.) |
| 30% | MADONNA | 7 | Singer and '80s fashion icon behind the hit song "Material Girl" |
| 30% | OURSONG | 7 | Taylor Swift hit whose title is described as "a slamming screen door" and "the way you laugh," among other things |
| 30% | HAMSTRING | 9 | Tendon behind the knee needed to run and walk |
| 30% | BLANKSPACE | 10 | Taylor Swift hit said to satirize the media’s perception of her |
| 29% | BRYAN | 5 | Singer Adams with the hit "Run to You" |
| 29% | RICKASTLEY | 10 | English singer and songwriter who recorded 1987 no 1 debut album Whenever You Need Somebody |
| 29% | EVERMORE | 8 | 2020 Taylor Swift album with the hit singles "Willow" and "Dorothea" |
| 29% | FOLKLORE | 8 | 2020 album by Taylor Swift featuring the hits "August" and "Cardigan" |
| 29% | DIDO | 4 | Singer with the hits "White Flag" and "Thank You" |
| 29% | DIDO | 4 | Singer with the hits “Thank You” and “White Flag” |
| 29% | ADELE | 5 | Singer with the hits "Hello" and "Somebody Like You" |