| 100% | SHAKEITOFF | 10 | "1989 (Taylor's Version)" song about letting things go (3 wds.) |
| 58% | FIREANDRAIN | 11 | 1970 song about two things "I've seen" on James Taylor's "Greatest Hits" album: 3 wds. |
| 52% | BADBLOOD | 8 | "1989 (Taylor's Version)" song about a ruined friendship (2 wds.) |
| 52% | THISLOVE | 8 | "1989 (Taylor's Version)" song about the ups and downs of a relationship (2 wds.) |
| 52% | BLANKSPACE | 10 | "1989 (Taylor's Version)" song about the start of a potentially temporary relationship (2 wds.) |
| 43% | BLANKSPACE | 10 | Song from Taylor Swift's "1989" with a tongue-in-cheek video where she goes nuts: 2 wds. |
| 41% | MARVINGAYE | 10 | Charlie Puth/Meghan Trainor song about the singer of "What's Going On": 2 wds. |
| 40% | MEANTTOBE | 9 | 2017 song about trusting fate: 3 wds. |
| 39% | ONELESS | 7 | "That's ___ thing to worry about" (words from a "Hamilton" song): 2 wds. |
| 39% | IMAMESS | 7 | 2018 song about celebrating yourself despite flaws: 3 wds. |
| 39% | IMAWOMAN | 8 | 2013 Jennifer Love Hewitt's cover version of a song about girlpower: 3 wds. |
| 37% | ITSTOOLATE | 10 | 1971 Carole King song about the end of a relationship: 3 wds. |
| 37% | CRASHANDBURN | 12 | 2015 Thomas Rhett song about getting dumped: 3 wds. |
| 37% | BIGYELLOWTAXI | 13 | 14-Across song about the environment: 3 wds. |
| 37% | HIGHWAYTOHELL | 13 | AC/DC song about the trials of being on the road: 3 wds. |
| 37% | MARTHAMYDEAR | 12 | Beatles song about a woman who has "always been my inspiration": 3 wds. |
| 37% | LIKEJESUSDOES | 13 | 2013 Eric Church song about acceptance and love: 3 wds. |
| 37% | TREATYOUBETTER | 14 | 2016 Shawn Mendes song about an abusive relationship: 3 wds. |
| 37% | TONELOC | 7 | Rapper with the 1989 song "Wild Thing": 2 wds. |
| 36% | BADMOONRISING | 13 | 1969 Creedence Clearwater Revival song about the apocalypse: 3 wds. |
| 35% | FIREANDRAIN | 11 | James Taylor "weather" song: 3 wds. |
| 35% | ITSASTART | 9 | "Nice first step! Let's keep going!" (3 wds.) |
| 35% | ILOVEME | 7 | Meghan Trainor song about self-acceptance (3 wds.) |
| 35% | OUTOFTHEWOODS | 13 | Song from Taylor Swift's "1989" that is rumored to be about Harry Styles: 4 wds. |
| 35% | RELEASER | 8 | It lets things go |
| 34% | THANKUNEXT | 10 | Ariana Grande song about being grateful for her exes (3 wds.) |
| 34% | BLANKSPACE | 10 | Taylor Swift song about a future ex (2 wds.) |
| 34% | ONEFINEDAY | 10 | 1980 Carole King song about a love-to-be that was recorded earlier by the Chiffons: 3 wds. |
| 34% | HOARDING | 8 | Problem with letting things go? |
| 33% | THEMALL | 7 | "Let's Go to ___," Robin Sparkles' hit song in "How I Met Your Mother": 2 wds. |