| 100% | ROMEO | 5 | Shakespeare character in the lyrics of Taylor Swift's "Love Story" |
| 57% | ROMEO | 5 | Shakespeare character mentioned in Taylor Swift's "Love Story" |
| 48% | ROMEO | 5 | Shakespearean character mentioned in Taylor Swift's "Love Story" |
| 47% | MERCHANT | 8 | Shylock, Shakespeare character in The __ of Venice |
| 46% | THELIONKING | 11 | Animated film released in 1994 which was influenced by Shakespeare's "Hamlet" and tells the story of a character named Simba: 3 wds. |
| 45% | HATE | 4 | Word repeated four times in the chorus of Taylor Swift's "Shake It Off" |
| 43% | MINE | 4 | Taylor Swift song with the lyric "You made a rebel of a careless man's careful daughter" |
| 42% | OTHELLODOLLY | 12 | Child's toy in the shape of a Shakespeare character? |
| 42% | ANTONIO | 7 | Title character in Shakespeare play The Merchant of Venice |
| 41% | ANTONIO | 7 | Title character in William Shakespeare play The Merchant of Venice |
| 41% | ARE | 3 | Taylor Swift's "You ___ in Love" |
| 41% | BENVOLIO | 8 | Cousin of Romeo in Shakespeare's love story |
| 40% | ANTIHERO | 8 | Taylor Swift song that was 20th on Spotify's 2023 list of most-streamed songs of the summer in the U.S. (Hyph.) |
| 40% | KEDS | 4 | Shoe brand endorsed by Taylor Swift in ad campaigns of the 2010s |
| 40% | IGOR | 4 | Character who’s “on chains” in the lyrics of “Monster Mash” |
| 40% | CRUELSUMMER | 11 | Taylor Swift song that was third on Spotify's 2023 list of most-streamed songs of the summer in the U.S. (2 wds.) |
| 40% | CMA | 3 | Org. that awarded Taylor Swift "Entertainer of the Year" in 2009 and 2011 |
| 40% | ROMEO | 5 | Character name-checked on Taylor Swift's "Love Story" |
| 40% | LION | 4 | Animal mentioned in the lyrics of Katy Perry's "Roar" |
| 39% | FOLKLORE | 8 | Album by Taylor Swift which won the Grammy for Album of the Year in 2021 |
| 39% | BOATRACE | 8 | "Funky little" thing in the lyrics of Mott the Hoople's "All the Young Dudes" |
| 39% | PROSPERO | 8 | Main character in Shakespeare's The Tempest |
| 38% | SISISI | 6 | Affirmative in the lyrics of "Penny Serenade" |
| 38% | BATH | 4 | The Wife of ___ (title character in one of the stories in The Canterbury Tales) |
| 38% | SAYYES | 6 | "It's a love story, baby, just ___ ... " (Taylor Swift lyric) (2 wds.) |
| 38% | NOTREDAME | 9 | The Hunchback of __, Hugo's Parisian love story |
| 38% | BLOOD | 5 | "Bad ___," song by Taylor Swift that won an MTV VMA for Video of the Year in 2015 |
| 38% | TED | 3 | The character who tells the story of his life in "How I Met Your Mother" |
| 38% | ENOS | 4 | Character in the Book of Genesis |