| ICAREA | Dark comedy starring the actress at 39-across _ Lot(1,4,1) |
| GOODBEHAVIOR | New mystery drama on TNT starring the actress at |
| PRETTYINPINK | 1986 movie starring the actress at #20-Across: 3 wds. |
| BROM | Ichabod Crane's rival in #39-Across, ___ Bones |
| WESLEY | The Netherlands' ... Barresi, at 39 years and 153 days, is the oldest player in this edition of the ODI World Cup. (6) |
| KRUGER | Diane _, Best Actress at Cannes 2017 (6) |
| ROSES | The War of the _; dark comedy starring Kathleen Turner (5) |
| THEBOSSBABY | 2017 animated film comedy starring the voice talent of Alec Baldwin in the title role |
| IMPOSTERS | Dark comedy starring Uma Thurman in a recurring role |
| MASH | Former dark comedy starring Emmy winner Loretta Swit |
| BLACKMONDAY | Current Showtime dark comedy starring Don Cheadle: 2 wds. |
| THEJONESES | 2015 dark comedy starring Colin Farrell and Rachel Weisz (3,7) |
| HORRIBLEBOSSES | 2011 dark comedy starring Jason Bateman (2 wds.) |
| THEFAVOURITE | 2018 dark comedy starring Emma Stone as a beloved servant to Queen Anne: 2 wds. |
| ASIMPLEFAVOR | Dark comedy starring Anna Kendrick and Blake Lively (1,6,5) |
| MEET | ___ Cute, 2022 romantic dark comedy starring Kaley Cuoco and Pete Davidson (4) |
| SERIALMOM | 1994 dark comedy starring Kathleen Turner (2 wds.) |
| GWYN | One of the spellings of the surname of an orange-seller who became a leading actress at the Theatre Royal, Drury Lane and a mistress of Charles II (4) |
| AWKWAFINA | Star of the 2019 film The Farewell, named Best Actress at the 2020 Golden Globes (9) |
| OBSESSED | 2009 film starring Idris Elba and Beyonce, the latter receiving a nomination for Worst Actress at the Razzies (8) |