| 100% | WERE | 4 | "___ Not Dressing" (Crosby comedy) |
| 59% | NAKED | 5 | Not dressed |
| 59% | NUDE | 4 | Not dressed |
| 55% | SHOD | 4 | Not dressed for swimming, generally |
| 52% | RAGGED | 6 | Definitely not dressed to impress |
| 52% | FROWZY | 6 | Not neatly dressed |
| 50% | FRUMP | 5 | Not a stylish dresser |
| 48% | TUTU | 4 | Dress not comfortable to sit in |
| 48% | MINI | 4 | Dress not for the self-conscious |
| 47% | ROADTOSINGAPORE | 15 | 1940 Crosby/Lamour/Hope comedy |
| 47% | AJAR | 4 | Not quite shut, as a dresser drawer |
| 46% | SHOWSOMELEG | 11 | Not dress overmodestly ... or what 18-, 25- and 43-Across each do? |
| 45% | ROADTOMOROCCO | 13 | 1942 Hope/Crosby comedy |
| 45% | TRIO | 4 | Crosby, Stills & Nash, but not Crosby, Stills, Nash & Young |
| 44% | HES | 3 | "___ Just Not That Into You" (2009 comedy) |
| 44% | HIGHHEELS | 9 | Women's dress-up shoes, not flats |
| 42% | HES | 3 | "___ Just Not That Into You," 2009 romantic comedy |
| 42% | ARMS | 4 | Body parts not covered by a halter dress |
| 42% | TRIO | 4 | Crosby, Stills, and Nash, but not Crosby, Stills, Nash, and Young |
| 41% | RULE | 4 | "Do not open my dressing room door," e.g. |
| 40% | ROADTOMOROCCO | 13 | Hope/Crosby comedy |
| 40% | GOINGMYWAY | 10 | 1944 comedy-drama film starring Bing Crosby and Barry Fitzgerald |
| 40% | NAKED | 5 | Not well-dressed? |
| 40% | ARESO | 5 | "You ___ Not Invited to My Bat Mitzvah" (2023 Netflix comedy) |
| 39% | HES | 3 | "___ Just Not That Into You," a 2009 ensemble romantic comedy-drama |
| 39% | TRAGIC | 6 | Like "Hamlet" and "Julius Caesar," but not "A Comedy of Errors" |
| 36% | ROAD | 4 | & 17A 1947 film in a comedy series starring Bing Crosby and Bob Hope |
| 36% | HES | 3 | "___ Just Not That Into You," a 2009 romantic comedy featuring an ensemble cast |
| 36% | HES | 3 | "___ Just Not That Into You," a 2009 romantic comedy with an ensemble cast |
| 36% | TACT | 4 | Saying "I'm not sure that dress looks perfect on you," e.g. |