| 100% | TIM | 3 | "___ McGraw," 2006 song by Taylor Swift about the "Live Like You Were Dying" singer |
| 40% | DEAR | 4 | "___ John," 2010 song by Taylor Swift rumored to be about her romance with John Mayer |
| 39% | BACK | 4 | "___ to December," 2010 song by Taylor Swift rumored to be about her romance with Taylor Lautner |
| 39% | ALL | 3 | "___ Too Well," 2012 song by Taylor Swift rumored to be about her romance with Jake Gyllenhaal |
| 37% | HOLLY | 5 | "Buddy ___," 1994 song by Weezer about the "That'll Be The Day" singer |
| 37% | TIMMCGRAW | 9 | Sang Humble and Kind, Live Like You Were Dying |
| 37% | TIMMCGRAW | 9 | US country star who sang Live Like You Were Dying |
| 37% | STYLE | 5 | Taylor Swift song with the lyric "And I got that red lip classic thing that you like" |
| 36% | KNEW | 4 | "I ___ You Were Trouble," song by Taylor Swift |
| 35% | HEY | 3 | "___ There Delilah," 2006 song by the Plain White T's featuring Delilah, who is just the kind of girl they sing songs about |
| 35% | MEAN | 4 | Taylor Swift song with the lyric "You, with your words like knives" |
| 35% | KISS | 4 | "___ Me," song by Sixpence None the Richer that was the first song Taylor Swift learned to play on guitar |
| 35% | GUITAR | 6 | "Teardrops On My ___," 2006 song by Taylor Swift with a string instrument in its title |
| 35% | STYLE | 5 | 2016 song by Taylor Swift with the lyrics, "You got that James Dean daydream look in your eye..." |
| 34% | CALMDOWN | 8 | "You Need to ___," 2019 song by Taylor Swift which won the MTV Video of the Year: 2 wds. |
| 34% | BACK | 4 | "___ to December," song by Taylor Swift that you can add to your "Winter Playlist" |
| 34% | BACK | 4 | "___ To December," 2010 song by Taylor Swift whose title means the opposite of "front" |
| 33% | BACK | 4 | Sing along to this breakup song by Taylor Swift! "We are never, ever, ever getting ___ together..." |
| 33% | KNEW | 4 | "I ___ You Were Trouble" (2012 Taylor Swift song) |
| 33% | TROUBLE | 7 | "I Knew You Were ___," hit Taylor Swift song |
| 33% | BLOOD | 5 | "Bad ___," song by Taylor Swift that won an MTV VMA for Video of the Year in 2015 |
| 32% | THOUSAND | 8 | "Death By a ___ Cuts," 2019 song by Taylor Swift that was inspired by the film "Someone Great" |
| 32% | FIFTEEN | 7 | 2008 Taylor Swift song about being a freshman in high school |
| 31% | MAN | 3 | "The ___," hit song by Taylor Swift from her album "Lover" |
| 31% | WERE | 4 | "Live Like You ___ Dying" (Tim McGraw hit) |
| 31% | RONAN | 5 | 2012 charity single by Taylor Swift that was written about a three-year-old who battled cancer |
| 31% | MILKSHAKE | 9 | 2003 song by singer Kelis that was featured on the "Mean Girls" soundtrack |
| 31% | OUTOFTHEWOODS | 13 | Song from Taylor Swift's "1989" that is rumored to be about Harry Styles: 4 wds. |
| 31% | CARE | 4 | "Highway Don't ___," 2013 song by Tim McGraw featuring Taylor Swift and Keith Urban |
| 31% | BAD | 3 | "___ Blood," song by Taylor Swift |