| 100% | EXES | 4 | Joe Jonas and Jake Gyllenhaal, to Taylor Swift |
| 48% | ALL | 3 | "___ Too Well," 2012 song by Taylor Swift rumored to be about her romance with Jake Gyllenhaal |
| 38% | ALISON | 6 | Taylor ___ Swift, American singer and songwriter behind the 2019 hit "You Need to Calm Down" |
| 38% | LOVER | 5 | 2019 album by Taylor Swift featuring the hits "Me!" and "You Need to Calm Down" |
| 37% | STYLE | 5 | Taylor Swift song in which she refers to herself having "that good girl faith and a tight little skirt" |
| 37% | MAGGIE | 6 | __ and Jake Gyllenhaal, acting siblings |
| 37% | ERAS | 4 | Phases, to Taylor Swift |
| 36% | ERA | 3 | "Reputation" or "1989," to Taylor Swift |
| 35% | SONGWRITERS | 11 | Taylor swift and ed sheeran |
| 35% | MUSICIANS | 9 | Taylor swift and billy idol |
| 35% | BURN | 4 | Taylor Swift's "Picture to ___" |
| 35% | SHAKE | 5 | "___ It Off," 2014 Taylor Swift song and what you can do to the things at 25a, 36a, 45a, 12d, and 38d |
| 34% | ITEM | 4 | Taylor Swift and Travis Kelce, e.g. |
| 34% | ITEM | 4 | Taylor Swift and Travis Kelce, for one |
| 34% | POPDIVAS | 8 | Taylor Swift and Katy Perry, for two |
| 34% | PET | 3 | Meredith Grey, Olivia Benson or Benjamin Button, to Taylor Swift |
| 33% | CHANGED | 7 | Taylor Swift and Ed Sheeran duet Everything Has __ |
| 33% | LOVESTORY | 9 | Taylor Swift song inspired by "Romeo and Juliet" |
| 33% | RED | 3 | Taylor Swift album between "Speak Now" and "1989" |
| 33% | ERAS | 4 | Taylor Swift's "reputation" and "Lover," for two |
| 33% | ERAS | 4 | Taylor Swift's "Lover" and "Midnights," e.g. |
| 33% | THEGOODGIRL | 11 | 2002 "family" film starring Jennifer Aniston and Jake Gyllenhaal: 3 wds. |
| 33% | THEGOOD | 7 | & 15A 2002 comedy-drama film starring Jennifer Aniston and Jake Gyllenhaal |
| 33% | THEDAYAFTER | 11 | & 13D 2004 sci-fi film starring Dennis Quaid and Jake Gyllenhaal |
| 33% | SPOTIFY | 7 | Music streaming app where one can listen to Taylor Swift songs |
| 33% | LOVESTORY | 9 | Taylor Swift's tale speaks of Romeo and Juliet |
| 33% | BETTERMAN | 9 | Taylor Swift song passed on to "Little Big Town" |
| 33% | HAD | 3 | Taylor Swift's "All You ___ To Do Was Stay" |