| 100% | WHATS | 5 | "___ Up?" questioned posed by 4 Non Blondes in a 1993 song |
| 49% | WHATSUP | 7 | 1993 song by rock band 4 Non Blondes, and maybe a response to 13a: 2 wds. |
| 47% | WHERE | 5 | "___ Is the Love?" question posed by the Black Eyed Peas in a 2003 song |
| 40% | BELIEVE | 7 | "Do You ___ in Magic," question posed by the Lovin' Spoonful in a 1965 song |
| 39% | HAVE | 4 | "___ You Ever Seen the Rain," question posed by Creedence Clearwater Revival in a 1971 song |
| 39% | WILL | 4 | "___ You Love Me Tomorrow," question posed by the Shirelles in a 1961 single |
| 39% | WHATS | 5 | "__ Up?" ('90s hit by 4 Non Blondes) |
| 35% | SOBER | 5 | 1993 song by the rock band Tool that features stop-motion animation of a humanoid in the official music video |
| 34% | WHERESWALDO | 11 | Question posed by a 1987 children's best seller |
| 34% | REACHOUTFORME | 13 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 4 wds. |
| 34% | GIRLS | 5 | "Diamonds Are a ___ Best Friend," song performed by Marilyn Monroe in 1953's "Gentlemen Prefer Blondes" |
| 34% | LUCYINTHESKY | 12 | With 29-Across, Beatles song inspired by a drawing Julian Lennon made in nursery school: 4 wds. |
| 33% | BYEBYEBABY | 10 | Song sung by Marilyn Monroe in "Gentlemen Prefer Blondes" [4, 2, 1] |
| 33% | GENIE | 5 | "___ in a Bottle," song by Christina Aguilera |
| 32% | HILL | 4 | "Running Up That ___," 1985 song by Kate Bush that went viral in 2022 because of a scene in "Stranger Things" |
| 32% | TENNISANYONE | 12 | Question posed while holding a racquet, in a trope |
| 32% | ATCHISONTOPEKAANDSANTAFE | 24 | Train in a song by 74-Down |
| 32% | HOW | 3 | "___ Deep Is Your Love," question posed by the Bee Gees in a 1977 single |
| 32% | RITA | 4 | Title girl in a song by 35-Down |
| 32% | SERA | 4 | "Que" follower in a song by Doris Day |
| 31% | SPOONFULS | 9 | Sugar measurements in a song sung by Mary Poppins |
| 31% | WHATAMIGONNADO | 14 | Question asked by someone in a dilemma |
| 31% | ROOSTER | 7 | 1993 song by Alice in Chains from their second studio album "Dirt" |
| 31% | SHARONA | 7 | Title girl in a 1979 #1 song by the Knack |
| 31% | SHARONA | 7 | Title girl in a No. 1 song by the Knack |
| 31% | SEEME | 5 | Question asked by someone waving in a crowd |
| 30% | POWEROF | 7 | "The ___ Love," a 1993 hit song by Celine Dion: 2 wds. |
| 30% | SERA | 4 | ... the sky / "Que ___, ___" (lyric in a song sung by Doris Day) |
| 30% | WHOAM | 5 | Question asked in a "Les Misérables" song |
| 30% | RAIN | 4 | "___ On Me," song by Ariana Grande and Lady Gaga ... or a shower from above that may fill up the water bodies mentioned in this puzzle |