| 100% | EVERI | 5 | "The First Time ___ Saw Your Face" (Roberta Flack hit): 2 wds. |
| 77% | EVERI | 5 | "The First Time ___ Saw Your Face" (Roberta Flack #1 hit) |
| 75% | ISAW | 4 | Roberta Flack's "The First Time Ever ___ Your Face" (2 wds.) |
| 69% | EVERI | 5 | "The First Time ___ Saw Your Face" (Roberta Flack classic) |
| 65% | EVERI | 5 | Roberta Flack’s “The First Time ___ Saw Your Face” |
| 63% | EVER | 4 | Roberta Flack's "The First Time ___ I Saw Your Face" |
| 61% | EVER | 4 | "The First Time ___ I Saw Your Face" (Roberta Flack song) |
| 59% | SAW | 3 | Roberta Flack's "The First Time Ever I ___ Your Face" |
| 55% | ROBERTA | 7 | Flack who sang "The First Time Ever I Saw Your Face" |
| 54% | XXXXX | 5 | "The First Time ___ Saw Your Face" |
| 49% | ROBERTAFLACK | 12 | “The First Time Ever I Saw Your Face” singer |
| 48% | DAWNEDON | 8 | Realised it for the first time: 2 wds. |
| 44% | ANDREABOCELLI | 13 | Co-vocalist of "I Still Can See Your Face" on Barbra Streisand's "Partners" album: 2 wds. |
| 41% | SOIS | 4 | "___ this your first time here?": 2 wds. |
| 40% | JAMESBOND | 9 | British spy played by 33-Across for the first time in 48-Across (2 wds.) |
| 40% | JOSECANSECO | 11 | Retired ballplayer who was the first to hit 40 homers and steal 40 bases in the same season: 2 wds. |
| 39% | JOSEFELICIANO | 13 | His 1970 song "Feliz Navidad" hit the top 10 for the first time ever in 2020: 2 wds. |
| 39% | WOMENSWORLDCUP | 14 | FIFA event held for the first time in 1991 (3 wds.) |
| 39% | SPORTCLIMBING | 13 | Discipline that will be a medal event for the first time at the 38-Across Olympics (2 wds.) |
| 39% | DRNO | 4 | The first James Bond film: 2 wds. |
| 39% | DRNO | 4 | The first James Bond movie: 2 wds. |
| 39% | WAYNEGRETZKY | 12 | Hockey legend who was the first since Bobby Orr to tally 100+ assists in a season, and did so 11 times: 2 wds. |
| 38% | MARTYROBBINS | 12 | Singer whose "El Paso" was the first "Billboard" #1 hit of the 1960s (2 wds.) |
| 38% | OSAY | 4 | The first two words in the American national anthem: 2 wds |
| 38% | CHUCKBERRY | 10 | His 1958 song "Run Rudolph Run" hit the top 10 for the first time ever in 2021: 2 wds. |
| 38% | FIRST | 5 | "The ___ Time Ever I Saw Your Face" |
| 38% | JOHNCARPENTER | 13 | Director of the first "Halloween": 2 wds. |
| 38% | MICHAELSTEELE | 13 | American bassist who was a part of one of the first all-female rock groups, "The Bangles" that created hits like "Manic Monday": 2 wds. |
| 37% | PILLSNPOTIONS | 13 | Hit single on "The Pinkprint" with the lyrics "I get high off your memory / In due time we'll be fine" (3 wds.) |
| 37% | ICAN | 4 | "___ see your point" ("Makes sense to me"): 2 wds. |