| 100% | DEAR | 4 | "___ John," 2010 song by Taylor Swift rumored to be about her romance with John Mayer |
| 83% | BACK | 4 | "___ to December," 2010 song by Taylor Swift rumored to be about her romance with Taylor Lautner |
| 76% | ALL | 3 | "___ Too Well," 2012 song by Taylor Swift rumored to be about her romance with Jake Gyllenhaal |
| 58% | STYLE | 5 | 2014 song from Taylor Swift's "1989" album rumored to be about her romance with Harry Styles |
| 41% | OUTOFTHEWOODS | 13 | Song from Taylor Swift's "1989" that is rumored to be about Harry Styles: 4 wds. |
| 39% | BACK | 4 | "___ To December," 2010 song by Taylor Swift whose title means the opposite of "front" |
| 37% | BACK | 4 | Sing along to this breakup song by Taylor Swift! "We are never, ever, ever getting ___ together..." |
| 37% | TIM | 3 | "___ McGraw," 2006 song by Taylor Swift about the "Live Like You Were Dying" singer |
| 36% | LSD | 3 | Drug that the song "Lucy in the Sky With Diamonds" is rumored to be about: Abbr. |
| 35% | EVER | 4 | "We Are Never ___ Getting Back Together," breakup song by Taylor Swift that's an inspiration to move on |
| 35% | THINGS | 6 | "My Sister Says the Saddest ___," 2010 song by Grimes about a stroll with her "sister" |
| 33% | KNEW | 4 | "I ___ You Were Trouble," song by Taylor Swift |
| 32% | MAN | 3 | "The ___," hit song by Taylor Swift from her album "Lover" |
| 32% | CALM | 4 | "You Need to ___ Down" (2019 hit song by Taylor Swift) |
| 32% | RUST | 4 | "Diamonds & ___" (Joan Baez song about her romance with Bob Dylan) |
| 32% | STYLE | 5 | 2015 song by Taylor Swift that pays homage to disco |
| 32% | KISS | 4 | "___ Me," song by Sixpence None the Richer that was the first song Taylor Swift learned to play on guitar |
| 32% | SEEMS | 5 | "Sorry ___ to Be the Hardest Word," song by Elton John that talks about how difficult it is to apologize sometimes |
| 32% | HEADOVERHEELS | 13 | 1985 Top 10 song by 42-Across that begins, "I wanted to be with you alone / And talk about the weather" (3 wds.) |
| 32% | BACK | 4 | "___ to December," 2010 Taylor Swift song from her third studio album "Speak Now" that peaked at number 6 on Billboard Hot 100 |
| 31% | HAPPYPLACE | 10 | 2023 romance novel by 44-Across about a separated couple pretending to still be together while vacationing with friends (2 wds.) |
| 31% | BACK | 4 | "___ to December," song by Taylor Swift that you can add to your "Winter Playlist" |
| 31% | GUITAR | 6 | "Teardrops On My ___," 2006 song by Taylor Swift with a string instrument in its title |
| 30% | FIFTEEN | 7 | 2008 Taylor Swift song about being a freshman in high school |
| 30% | OPEN | 4 | "An ___ Letter to NYC," 2004 song by the Beastie Boys that is about New York City |
| 30% | GORGEOUS | 8 | Taylor Swift song about guy too pretty to look at |
| 30% | THOUSAND | 8 | "Death By a ___ Cuts," 2019 song by Taylor Swift that was inspired by the film "Someone Great" |
| 30% | RONAN | 5 | 2012 charity single by Taylor Swift that was written about a three-year-old who battled cancer |
| 30% | STYLE | 5 | 2016 song by Taylor Swift with the lyrics, "You got that James Dean daydream look in your eye..." |
| 30% | CALMDOWN | 8 | "You Need to ___," 2019 song by Taylor Swift which won the MTV Video of the Year: 2 wds. |