| 100% | WHAT | 4 | "___ Women Want?" 2000 romantic comedy starring Mel Gibson and Helen Hunt, with a question in the title |
| 45% | WHATWOMENWANT | 13 | Romcom starring Mel Gibson and Helen Hunt which grossed $374 million worldwide in 2000: 3 wds. |
| 44% | WHERES | 6 | "___ the Money?" 2017 comedy starring King Bach and Kat Graham, with a question in the title |
| 37% | ARE | 3 | "___ We There Yet?" 2005 family comedy starring Ice Cube, with a question in the title |
| 37% | DUMB | 4 | Adjective in the title of a 1994 comedy starring Jim Carrey and Jeff Daniels |
| 35% | CAN | 3 | "___ You Ever Forgive Me?" 2018 biographical comedy-mystery starring Melissa McCarthy, with a question in the title |
| 33% | MADMAX | 6 | 1979 action film starring Mel Gibson in the title role |
| 33% | TIM | 3 | 1979 film drama starring Mel Gibson in the title role |
| 32% | ASGOODASITGETS | 14 | 1997 romantic comedy starring Helen Hunt and Jack Nicholson: 5 wds. |
| 32% | MAD | 3 | & 15A 1979 action film starring Mel Gibson in the title role |
| 32% | DID | 3 | "___ You Hear About the Morgans?" 2009 comedy with Hugh Grant and Sarah Jessica Parker, with a question in the title |
| 31% | WHOS | 4 | "___ Afraid of Virginia Woolf?" 1966 drama starring Elizabeth Taylor, with a question in the title |
| 31% | TEQUILA | 7 | "___ Sunrise," 1998 film starring Mel Gibson and Michelle Pfeiffer...and whose first word is the primary liquor in 14a |
| 30% | HELP | 4 | "___!" musical comedy starring The Beatles members with a title track of the same name |
| 29% | BOFA | 4 | Financial institution with a stylized version of the Stars and Stripes in its logo, for short |
| 29% | PATRIOT | 7 | The —, 2000 historical film drama starring Mel Gibson and Heath Ledger |
| 29% | FRIENDSWITH | 11 | "___ Benefits," 2011 romantic comedy film that starred Justin Timberlake and Mila Kunis in the lead roles: 2 wds. |
| 29% | THEAWFULTRUTH | 13 | 1937 comedy starring Cary Grant and Irene Dunne as a couple in the midst of divorce proceedings: 3 wds. |
| 28% | MILLIONWAYSTO | 13 | "A ___ Die in the West," a 2014 Western Comedy directed by and starring Seth MacFarlane alongside Charlize Theron and NPH: 3 wds. |
| 28% | LABOURS | 7 | Word in the title of a Shakespeare comedy |
| 28% | BRAVEHEART | 10 | 1995 epic historical drama featuring Mel Gibson and Patrick McGoohan, based on a poem titled "The Wallace" |
| 28% | HARPY | 5 | Creature in Greek mythology with the head and trunk of a woman and wings of a bird |
| 28% | THEGRADUATE | 11 | 1967 romantic comedy film starring Dustin Hoffman and Anne Bancroft based on a Charles Webb novel of the same name: 2 wds. |
| 28% | CASTAWAY | 8 | 2000 film drama starring Tom Hanks and Helen Hunt |
| 28% | ADO | 3 | Second word in the title of a Shakespeare comedy |
| 27% | ALANALDA | 8 | Mel Gibson's boss in What Women Want |
| 27% | SECRETARY | 9 | 2002 romantic-comedy starring Maggie Gyllenhaal, about the relationship between a man and his assistant |
| 27% | KEANU | 5 | Cat in the title of a 2016 movie starring Key & Peele |