| 100% | DATES | 5 | "50 First ___" (Drew Barrymore movie) |
| 81% | SCREAM | 6 | 1996 Drew Barrymore movie |
| 80% | EVERAFTER | 9 | Drew Barrymore movie subtitled "A Cinderella Story" |
| 79% | DATES | 5 | "50 First ___" (Drew Barrymore romcom) |
| 77% | DATES | 5 | "50 First ___" (Drew Barrymore rom-com) |
| 77% | DATES | 5 | " 50 First ___" (Adam Sandler movie) |
| 69% | BIGMIRACLE | 10 | 2012 Drew Barrymore movie based on the nonfiction book "Freeing the Whales": 2 wds. |
| 69% | BEEN | 4 | "Never ___ Kissed" (Drew Barrymore movie) |
| 63% | SAYS | 4 | "Everyone ___ I Love You" (Drew Barrymore movie) |
| 63% | AMYFISHER | 9 | Role played by Drew Barrymore in a 1993 TV movie based on real life |
| 62% | HES | 3 | "___ Just Not That into You" (Drew Barrymore movie) |
| 61% | DREW | 4 | "50 First Dates" actress Barrymore |
| 61% | DREW | 4 | "50 First Dates" star, Barrymore |
| 61% | DREW | 4 | "50 First Dates" actress ___ Barrymore |
| 56% | DATES | 5 | "50 First ___," 2004 romantic comedy film starring Adam Sandler and Drew Barrymore |
| 55% | ARTI | 4 | First drawing class, perhaps |
| 54% | FIRESTARTER | 11 | Drew Barrymore's third film |
| 53% | DREW | 4 | Actress ___ Barrymore from "50 First Dates" |
| 53% | GREATUNCLE | 10 | Lionel to Drew Barrymore |
| 53% | ETHEL | 5 | Grandaunt of Drew Barrymore |
| 52% | BARRYMORE | 9 | Drew, actress who went on 50 First Dates in 2004 |
| 52% | BIGMIRACLE | 10 | 2012 Drew Barrymore family fare |
| 52% | BIGMIRACLE | 10 | 2012 Drew Barrymore romantic adventure |
| 51% | THEROBE | 7 | First CinemaScope movie |
| 51% | DRNO | 4 | First Bond movie |
| 51% | DRNO | 4 | First 007 movie |
| 50% | BEEN | 4 | "Never ___ Kissed" (1999 Drew Barrymore film) |
| 50% | DATES | 5 | "50 First ___" (Sandler/Barrymore romcom) |
| 50% | DEL | 3 | First of 50: Abbr. |
| 49% | SNL | 3 | Drew Barrymore hosted this show at age 7: Abbr. |