| 100% | CEE | 3 | ___ Lo Green, rapper and producer who sang "Fool for You" |
| 45% | CEE | 3 | "Fool for You" Grammy winner ___ Lo Green |
| 40% | DIDDY | 5 | P. ___, rapper and producer who is one of the richest hip hop stars |
| 40% | DRE | 3 | Dr. ___, rapper and producer who is one of the richest hip hop stars |
| 38% | CEELO | 5 | Green who sang "Forget You" |
| 38% | COMMON | 6 | Rapper and actor who won an Oscar for song Glory |
| 37% | LEA | 3 | ___ Salonga, actress who sang for Disney princesses Mulan and Jasmine |
| 36% | CEELO | 5 | "Fool for You" Grammy winner Green |
| 36% | JODY | 4 | Singer Watley who sang "Real Love" and "Looking for a New Love" |
| 35% | UMA | 3 | Actress Thurman who sings "When You Got It, Flaunt It" in "The Producers" |
| 34% | FESTE | 5 | Fool in Shakespeare's "Twelfth Night" who's good at singing and wordplay |
| 32% | NICKIMINAJ | 10 | Rapper who sings "Barbie World" with Ice Spice and Aqua on "Barbie: The Album" (2 wds.) |
| 32% | MAC | 3 | Late rapper and producer Miller |
| 32% | ERICK | 5 | US rapper and producer __ Sermon |
| 32% | SHOHEIOHTANI | 12 | Pitcher and outfielder who plays for the Los Angeles Angels (2 wds.) |
| 32% | QUINCYJONES | 11 | "Thriller" producer who won the 1982, 1984, and 1991 Grammys for Producer of the Year, Non-Classical: 2 wds. |
| 32% | ALANCUMMING | 11 | Tony-winning actor who sings "Somewhere Love Is Waiting for You" as Mayor Menlove on 36-Across (2 wds.) |
| 32% | JOHNDONNE | 9 | Who wrote "I am two fools, I know, / For loving, and for saying so / In whining poetry" |
| 32% | OURS | 4 | For you and me |
| 32% | HUMAN | 5 | For you and me |
| 31% | LAMAR | 5 | Rapper/producer who won the 2018 Pulitzer for Music |
| 31% | DRE | 3 | Dr. ___, a world famous rapper and producer |
| 31% | APRIL | 5 | Psych! You've been ___ Fooled ! Find the answers to 28a, 32a, and 45a for a surprise :) |
| 31% | ULLA | 4 | "The Producers" character who sings "When You Got It, Flaunt It" |
| 31% | SUE | 3 | Actress who played Marlene in BBC TV sitcoms Only Fools and Horses and The Green Green Grass |
| 31% | NATE | 4 | ___ Dogg, a rapper who featured on Tupac's songs "All About You" and "Thugs Get Lonely Too" |
| 31% | WIZKHALIFA | 10 | "See You Again" rapper who won the BET Award for Best New Artist in 2011: 2 wds. |
| 31% | EMINEM | 6 | "Lucky You" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist four times |
| 31% | TOAD | 4 | Kid-lit character who tells his ailing friend, "Today you look very green, even for a frog" |
| 31% | EDSHEERAN | 9 | "Shape of You" singer/songwriter who co-wrote and sings 36-Across with 28-Across (2 wds.) |