| 100% | JASON | 5 | ___ Derulo, "Want to Want Me" singer whom Taylor Swift brought out as a special guest on the 1989 World Tour |
| 86% | LORDE | 5 | "Royals" singer whom Taylor Swift brought out as a special guest on the 1989 World Tour |
| 85% | JUSTIN | 6 | ___ Timberlake, "Mirrors" singer whom Taylor Swift brought out as a special guest on the 1989 World Tour |
| 85% | NICK | 4 | ___ Jonas, "Jealous" singer whom Taylor Swift brought out as a special guest on the 1989 World Tour |
| 79% | GIGI | 4 | ___ Hadid, famous model whom Taylor Swift brought out as a special guest on the 1989 World Tour |
| 60% | ICE | 3 | ___ Spice, "Bikini Bottom" rapper whom Taylor Swift brought out as a surprise guest on The Eras Tour |
| 36% | CARA | 4 | Alessia ___, "Scars to Your Beautiful" singer who started out her career as a cover artist on Youtube |
| 33% | SPEAKNOW | 8 | Title track on Taylor Swift's 2023 rereleased album with the lyrics "Don't wait, or say a single vow / You need to hear me out" (2 wds.) |
| 31% | SHAWN | 5 | ___ Mendes, "Senorita" singer who started out his career as a cover artist on Youtube |
| 31% | JUSTIN | 6 | ___ Bieber, "Peaches" singer who started out his career as a cover artist on Youtube |
| 30% | REPUTATION | 10 | "Taylor Swift's ___ Stadium Tour," a concert film on Netflix that covers the singer's fifth tour from 2018 |
| 30% | PUTH | 4 | Charlie ___, "We Don't Talk Anymore" singer who started out his career as a cover artist on Youtube |
| 29% | JOHNLEGEND | 10 | "All of Me" singer who's back, along with Gwen Stefani, as a veteran coach on "The Voice": 2 wds. |
| 29% | CAMILA | 6 | ___ Cabello, "Shameless" singer who rose to fame as part of Fifth Harmony on the reality show "The X Factor" |
| 28% | WADEBOGGS | 9 | Former 27-Across third baseman who appeared as a guest star on the "Bar Wars" episode of "Cheers" (2 wds.) |
| 28% | PAULMCCARTNEY | 13 | Singer who performed "Maybe I'm Amazed" on the SNL40 anniversary special: 2 wds. |
| 28% | LUISTIANT | 9 | Former 27-Across pitcher who appeared as a guest star on the "Now Pitching, Sam Malone" episode of "Cheers" (2 wds.) |
| 28% | WARM | 4 | ___ As Me (if Taylor Swift's "Cold as You" was about her feeling hot on a summer day?) |
| 28% | MILEY | 5 | With 57-Across, singer who covered "50 Ways to Leave Your Lover" on the SNL40 anniversary special |
| 28% | BRITNEY | 7 | ___ Spears, pop singer who appeared on "How I Met Your Mother" as Abby the receptionist |
| 28% | MERL | 4 | Reagle who was a special guest on a crossword episode of "The Simpsons" |
| 28% | JASON | 5 | "Want to Want Me" singer Derulo |
| 27% | LANACONDOR | 10 | "To All the Boys I've Loved Before" actress who guest-starred as Gregory's date on season 3 of "Abbott Elementary": 2 wds. |
| 27% | CHO | 3 | Comedian Margaret who competed as a pink poodle on "The Masked Singer" |
| 27% | DIONNEWARWICK | 13 | "Walk On By" singer who has a solo in "We Are the World": 2 wds. |
| 27% | FATTONY | 7 | The Simpsons character who says, "Now, who wants to sleep with the fishes ... because I brought this Finding Nemo bedspread." |
| 27% | NOW | 3 | "___ I'm A Farmer," song by the Who that might bring out your green thumb and fresh homegrown veggies |
| 27% | ADELE | 5 | "Easy on Me" singer who is nominated for a 2022 American Music Award for Artist of the Year |
| 27% | ASK | 3 | "I wanted to ___ you out on a date" |
| 27% | ORA | 3 | Rita ___, singer who served as a judge on the show "The X Factor" in series 12 |