| 100% | DREWBARRYMORE | 13 | American singer SZA's song which is titled after a "Charlie's Angels" actress who also makes a cameo in the music video: 2 wds. |
| 44% | GRACEKELLY | 10 | English singer Mika's song which is titled after "The Country Girl" actress and uses dialogue from the movie: 2 wds. |
| 40% | MEGANFOX | 8 | American actress who was in the music video of Eminem's "Love the Way You Lie": 2 wds. |
| 38% | TOMHANKS | 8 | American actor who was in the music video of Carly Rae Jepsen's "I Really Like You": 2 wds. |
| 37% | BRUCEWILLIS | 11 | American actor who was in the music video of Gorillaz "Stylo": 2 wds. |
| 35% | UMATHURMAN | 10 | American band "Fall Out Boy" hit which is named after the "Kill Bill" actress whose role also inspired the lyrics: 2 wds. |
| 35% | CELINEDION | 10 | "The Power of Love" singer who was made a Companion of the Order of Canada in 2008: 2 wds. |
| 35% | ANNEMURRAY | 10 | "You Needed Me" singer who was made a Companion of the Order of Canada in 1984: 2 wds. |
| 35% | JONIMITCHELL | 12 | "Big Yellow Taxi" singer who was made a Companion of the Order of Canada in 2002: 2 wds. |
| 35% | LESMISERABLES | 13 | Musical with the song "I Dreamed a Dream" which was also the name of Scottish singer Susan Boyle's (birthday today) debut album: 2 wds. |
| 34% | VENUSWILLIAMS | 13 | American women's tennis champ whose sister Serena is also a legend in the sport: 2 wds. |
| 34% | RODSTEWART | 10 | Singer who performed his song "Infatuation" to open the first MTV Video Music Awards, in 1984: 2 wds. |
| 34% | RUPERTGRINT | 11 | British actor who was in the music video of Ed Sheeran's "Lego House": 2 wds. |
| 34% | JULIEANDREWS | 12 | "Mary Poppins" actress who was made a Dame in 2000: 2 wds. |
| 34% | EMMATHOMPSON | 12 | "Howards End" actress who was made a Dame in 2018: 2 wds. |
| 34% | FARRAHFAWCETT | 13 | "Charlie's Angels" actress who played a photographer nicknamed Beauty in "The Cannonball Run": 2 wds. |
| 34% | ANGELALANSBURY | 14 | "Murder, She Wrote" actress who was made a Dame in 2014: 2 wds. |
| 34% | ANSELELGORT | 11 | "The Fault in Our Stars" actor who is also a singer and DJ who plays under the name "Ansolo": 2 wds. |
| 34% | ALECBALDWIN | 11 | Actor who made a cameo in "Glengarry Glen Ross" by playing the role of Blake, the guy who is sent to motivate the sales team: 2 wds. |
| 33% | LONELYBOY | 9 | Hit song by Paul Anka which was also used as the title of the documentary made on him: 2 wds. |
| 33% | WITHLUV | 7 | "Boy ___," song by BTS featuring Halsey which was the most viewed music video in 24 hours in 2019: 2 wds. |
| 33% | ETHELWATERS | 11 | Harlem Renaissance singer and actress who was the first African American to star in her own TV show: 2 wds. |
| 33% | PETERGABRIEL | 12 | "Big Time" singer who won 10 MTV Video Music Awards in 1987, the most wins ever in a single night: 2 wds. |
| 33% | KARLIEKLOSS | 11 | American model and computer programmer who appeared in the music video of "Bad Blood": 2 wds. |
| 33% | SARAHPAULSON | 12 | "American Horror Story" actress who plays the title character in Netflix's "Ratched": 2 wds. |
| 33% | EDSHEERAN | 9 | British singer who made a cameo in HBO series "Game of Thrones: 2 wds. |
| 32% | KARYNPARSONS | 12 | Actress who played the snobbish cousin of 17-Across in "The Fresh Prince of Bel-Air," which is rumored to be getting a reunion: 2 wds. |
| 32% | CAMERONDIAZ | 11 | "The Mask" actress who played a private investigator named Natalie in "Charlie's Angels": 2 wds. |
| 32% | NORMADESMOND | 12 | Character portrayed by actress Patti LuPone in the musical "Sunset Boulevard" which was based on a 1950 film of the same title: 2 wds. |
| 32% | JOENAMATH | 9 | Former Jets quarterback who made a cameo in "The Wedding Ringer": 2 wds. |