| BLANK | With 30-Across Taylor Swift song that replaced her own Shake It Off at #1 on the charts on November 29 2014 |
| BAD | With 35-Across, Taylor Swift hit that won the 2016 Best Music Video Grammy |
| BLAKE | With 29-Across: Taylor Swift bestie who flew across the Atlantic to catch the show |
| THELIFEOF | With 22 Across, Taylor Swift's upcoming 12th album, announced in August 2025 |
| TIM | With 11-Across: Taylor Swift's first single, which she released in 2006 and which became a Top 40 hit |
| MEAN | Taylor Swift song that begins "You, with your words like knives and swords and weapons that you used against me" |
| RED | Taylor Swift song that contains the line, "Fighting with him was like trying to solve a crossword an |
| WILLOW | 2020 Taylor Swift song that debuted at #1 but fell 37 spots the following week |
| YOUBELONGME | Taylor Swift song that won Best Female Video at the 2009 MTV Video Music Awards * (3,6,2) |
| THEMAN | Taylor Swift song that takes a swipe at sexism |
| BLANKSPACE | Taylor Swift song that won the 2015 MTV VMA for Best Female Video: 2 wds. |
| THEARCHER | Taylor Swift song that begins "Combat, I'm ready for combat" |
| ALLTOOWELL | Taylor Swift song that Ryan Gosling performed a version of on "Saturday Night Live" over the weekend |
| CLARA | "___ Bow" (2024 Taylor Swift song that references an early film actor) |
| TIS | "___ the Damn Season" (Taylor Swift song that I consider to be Christmas music) |
| CORNELIA | "___ Street" (Taylor Swift song that inspires fans to visit Greenwich Village) |
| FORTNIGHT | Taylor Swift song that was nominated for the 2025 Grammy Award for Best Record |
| ABC | Song that replaced "Let It Be" at #1 in 1970 |
| SHAKEITOFF | 2014 Taylor Swift song that was just the 22nd ever to debut atop the Billboard Hot 100: 3 wds. |
| OURS | 2010 Taylor Swift song that begins: "Elevator buttons and morning air / Strangers' silence makes me wanna take the stairs" |
