| 100% | SECRETARY | 9 | 2002 romantic-comedy starring Maggie Gyllenhaal, about the relationship between a man and his assistant |
| 51% | TED | 3 | Movie starring Mark Wahlberg, about the relationship between a boy and his live teddy bear |
| 39% | CATSINTHE | 9 | "___ Cradle," a song by Harry Chapin about the relationship between a father and his son: 3 wds. |
| 36% | WHAT | 4 | "___ Women Want?" 2000 romantic comedy starring Mel Gibson and Helen Hunt, with a question in the title |
| 35% | PALLBEARER | 10 | "The ___," 1996 romantic comedy starring David Schwimmer and Gwyneth Paltrow, about the funeral of an old classmate |
| 33% | ROCK | 4 | "30 ___," satirical sitcom about the behind the scenes of a live sketch comedy show created by and starring Tina Fey |
| 32% | THEGRADUATE | 11 | 1967 romantic comedy film starring Dustin Hoffman and Anne Bancroft based on a Charles Webb novel of the same name: 2 wds. |
| 32% | THEOTHERTWO | 11 | HBO Max comedy starring 16-Across and 28-Across about a family dealing with the sudden fame of a younger sibling (3 wds.) |
| 32% | BELL | 4 | "___, Book and Candle," 1958 supernatural romantic comedy about a witch who uses magic on the man she loves during Christmastime |
| 31% | LEBOWSKI | 8 | "The Big ___," 1998 crime comedy film about a bowler starring Julianne Moore and Jeff Bridges |
| 30% | COUNTRYFOROLD | 13 | "No ___ Men," a movie in which Javier Bardem starred in and won the Best Actor Award at the Oscars for his performance: 3 wds. |
| 30% | LOVE | 4 | "___ & Other Drugs," 2010 romantic comedy film starring Anne Hathaway and Jake Gyllenhaal |
| 30% | DRUGS | 5 | "Love & Other ___," romantic comedy-drama movie starring Jake Gyllenhaal and Anne Hathaway |
| 30% | CAFESOCIETY | 11 | 2016 romantic-comedy starring Jesse Eisenberg (birthday today) and Steve Carell, about a man who falls in love, in Hollywood: 2 wds. |
| 29% | TEXTBOOKEXAMPLE | 15 | Classic demonstration, and a way to describe the relationship between each starred clue and its answer |
| 29% | INTRANSLATION | 13 | "Lost ___," a romantic comedy starring Bill Murray and Scarlett Johansson, that is considered one of the best movies of the 2000s: 2 wds. |
| 29% | SAUSAGEPARTY | 12 | Animated adult comedy film starring Seth Rogen, about a sausage who tries to discover the truth about his existence: 2 wds. |
| 29% | FRACTURE | 8 | 2007 film starring Anthony Hopkins about a man who tries to kill his wife, and then defends himself in court |
| 29% | LAST | 4 | "The ___ Kiss," a 2006 romantic comedy starring Zach Braff and Jacinda Barrett |
| 29% | TRAMP | 5 | "Lady and the ___," a romantic animated film about two dogs |
| 29% | GOD | 3 | "To a ___ Unknown," novel by American author John Steinbeck about the relationship of a man to his land |
| 29% | BARRY | 5 | HBO dark comedy series starring 18-Across, 35-Across, 46-Across, and Henry Winkler about a contract killer who questions his life after enrolling in an acting class |
| 29% | THISLOVE | 8 | "1989 (Taylor's Version)" song about the ups and downs of a relationship (2 wds.) |
| 28% | THEGOOD | 7 | & 15A 2002 comedy-drama film starring Jennifer Aniston and Jake Gyllenhaal |
| 28% | HER | 3 | 2013 rom-com about a man and his computer operating system |
| 28% | STEERED | 7 | The man fell asleep and ___ his car into a tree |
| 28% | NIGHT | 5 | "Into the ___," 1985 comedy thriller about a jewel smuggler starring Jeff Goldblum |
| 28% | GAMIFICATION | 12 | What's caused a mismatch between the starred clues and their answers |
| 28% | CAUSALITY | 9 | The relationship between cause and effect |
| 28% | LADYEVE | 7 | 1941 Preston Sturges comedy about a con artist and her father, with The |