| 100% | BLACKCAT | 8 | 1990 Janet Jackson song whose title can suggest a bad omen: 2 wds. |
| 53% | ESCAPADE | 8 | 1990 Janet Jackson song whose title can mean "fun adventure" |
| 45% | RUNAWAY | 7 | 1995 Janet Jackson song whose title can mean "fugitive" |
| 45% | CONTROL | 7 | 1986 Janet Jackson song whose title can mean "authority" |
| 45% | NASTY | 5 | 1986 Janet Jackson song whose title can mean "disgusting" |
| 44% | AGAIN | 5 | 1993 Janet Jackson song whose title can mean "once more" |
| 41% | BEATIT | 6 | Michael Jackson song whose title means "Get lost!": 2 wds. |
| 37% | SKYWALKER | 9 | 2017 R&B hit by Miguel whose title could refer to a "Star Wars" protagonist: 2 wds. |
| 33% | NOSURPRISE | 10 | 2009 Daughtry song whose title starts with an "answer": 2 wds. |
| 32% | WILDESTDREAMS | 13 | 2015 Taylor Swift hit whose title suggests bedtime: 2 wds. |
| 31% | SOUTHERNCROSS | 13 | 1982 Crosby, Stills & Nash song whose title is also a 49-Across (2 wds.) |
| 31% | BILLIEJEAN | 10 | 1983 Michael Jackson song that inspired a moonwalk dance craze: 2 wds. |
| 31% | LAYDOWNSALLY | 12 | 1977 Eric Clapton song whose title might be telling actress Field to take a nap: 3 wds. |
| 31% | CANTBUYMELOVE | 13 | 1964 Beatles song whose title was also a 1987 teen comedy: 4 wds. |
| 30% | AFTERMIDNIGHT | 13 | 1970 Eric Clapton song whose title is followed by "We gonna let it all hang down": 2 wds. |
| 30% | ALANNAHMYLES | 12 | Singer whose "Black Velvet" was a #1 song for two weeks in 1990 (2 wds.) |
| 30% | DARLINGI | 8 | 2024 Tyler, the Creator hit whose title includes a term of endearment: 2 wds. |
| 29% | BILLIEJEAN | 10 | Title woman in a 1983 hit single by Michael Jackson: 2 wds. |
| 29% | AGORAHILLS | 10 | 2023 Doja Cat hit whose title is a tribute to a town she lived in: 2 wds. |
| 29% | MERCURYBLUES | 12 | Alan Jackson hit song with a 44-Down in its title (2 wds.) |
| 29% | NOBODY | 6 | 15-Across song whose title can mean "an insignificant person" |
| 28% | SINEADOCONNOR | 13 | Singer whose "Nothing Compares 2 U" was a #1 song for four weeks in 1990 (2 wds.) |
| 28% | DAWSONSCREEK | 12 | Classic high-school drama series on the WB whose title character lives near a stream in Capeside, Massachusetts: 2 wds. |
| 28% | PRETTYWOMAN | 11 | 1990 Garry Marshall film starring 17-Across and 28-Across whose title was inspired by a Roy Orbison song (2 wds.) |
| 27% | OHNO | 4 | "What a bad situation!": 2 wds. |
| 27% | AMILLI | 6 | Lil Wayne song whose title references a lot of money |
| 27% | SHIPOOPI | 8 | The Music Man song whose title is a nonsense word |
| 27% | JUMPTOIT | 8 | 1982 Aretha Franklin song whose title means "Get moving!": 3 wds. |
| 27% | BARNOWL | 7 | Nocturnal bird of prey whose name suggests a farm: 2 wds. |
| 27% | LIETOME | 7 | 1997 Jonny Lang song whose title is a request for untruths |