| 100% | COOL | 4 | The Hollies hit song "Long ___ Woman in a Black Dress" |
| 65% | HOLLIES | 7 | The ___ (British Invasion group with the hit "Long Cool Woman in a Black Dress") |
| 49% | LOLA | 4 | Woman in a Manilow song with "a dress cut down to there" |
| 49% | EILEEN | 6 | Title woman in a hit song by Dexys Midnight Runners |
| 49% | LOLA | 4 | Woman in a Barry Manilow song with "a dress cut down to there" |
| 49% | BERNADETTE | 10 | Title woman in a 1967 hit single by the Four Tops |
| 49% | SADIE | 5 | Title woman in a 1975 R&B hit by the Spinners |
| 48% | PEGGYSUE | 8 | Title woman in a 1957 hit single by Buddy Holly: 2 wds. |
| 47% | JOSIE | 5 | Title woman in a 1977 Steely Dan hit who's "the pride of the neighborhood" |
| 46% | SHALALA | 7 | Song syllables in the title of a 1964 hit |
| 46% | JENNY | 5 | Woman in a 1982 hit who can be reached using the starts of the answers to the starred clues |
| 45% | YMCA | 4 | Song that was a hit for a spell in the 1970s? |
| 45% | WAYTORUN | 8 | In the song, "Fa, a long, long __" |
| 44% | YAKETYYAK | 9 | Lyric that precedes “don’t talk back” in a 1958 hit song by the Coasters |
| 44% | ROAR | 4 | Hit song by Katy Perry that was nominated for a Grammy for Song of the Year in 2014 |
| 44% | FIREWORK | 8 | Hit song by Katy Perry that was nominated for a Grammy for Record of the Year in 2012 |
| 44% | BRIDE | 5 | Woman in a wedding dress |
| 43% | FREEDOM | 7 | A hit song by Pharrell Williams that was used in the film "Despicable Me 3" |
| 43% | LEE | 3 | Rebecca ___ Crumpler (first Black woman to become a medical doctor in the US) |
| 43% | AMORE | 5 | "When the moon hits your eye" feeling, in a Dean Martin song |
| 43% | NIGHT | 5 | "Saturday ___ Special," 1975 hit song by rock band, Lynyrd Skynyrd that features in the movie "The Longest Yard" |
| 43% | GTO | 3 | Pontiac in a Ronny & the Daytonas hit song |
| 43% | ELISA | 5 | Woman in a "Paint Your Wagon" song |
| 42% | TONI | 4 | First name of the first Black woman to win a Nobel Prize in Literature |
| 42% | DONTYOUWANTME | 13 | The Human League song that was a No. 1 hit in 1982 (4 wds.) |
| 42% | RITA | 4 | Title woman in a Beatles song |
| 42% | SADIE | 5 | "Sexy" woman in a Beatles song |
| 42% | SADIE | 5 | Sexy woman in a Beatles song |
| 42% | SADIE | 5 | Title woman in a Beatles song |
| 42% | JULIEDASH | 9 | First black woman to direct a feature-length film distributed theatrically in the United States |