| JULIAROBERTS | "Pretty Woman" actress who was People's Most Beautiful Person four times, most recently in 2010: 2 w |
| LUPITANYONGO | "12 Years a Slave" actress who was People's Most Beautiful Person in 2014: 2 wds. |
| DREWBARRYMORE | "The Wedding Singer" actress who was People's Most Beautiful Person in 2007: 2 wds. |
| CHAIR | Has such a person four legs? (5) |
| CRYSTAL | Who has hosted the Academy Awards nine times, most recently in 2011? (7) |
| STARBUCKS | Howard Schultz built this company, then left its CEO job twice and returned three times, most recently in April 2022 |
| TROON | Scottish golf course which has held the Open Championship 10 times, most recently in 2016 (5) |
| LAMARR | Probably the most beautiful person to contribute to wireless technology, Golden Age actress Hedy ... |
| JANEFONDA | Actress who's costarred with Robert Redford four times in the past 50 years, most recently in "Our Souls at Night": 2 wds. |
| KATEUPTON | The other Woman actress who's been on the cover of the Sports Illustrated Swimsuit Issue four times: 2 wds. |
| MANDYMOORE | "This Is Us" actress who's one of People's Most Beautiful for 2017: 2 wds. |
| RUBY | "John Wick: Chapter 2" actress ___ Rose who's one of People's Most Beautiful for 2017 |
| DIANAROSS | "Stop! In the Name of Love" singer who's one of People's Most Beautiful for 2017: 2 wds. |
| SHAY | "Pretty Little Liars" actress ___ Mitchell who's one of People's Most Beautiful for 2017 |
| STEPHENKING | He won the Bram Stoker Award for Best Novel six times most recently for Doctor Sleep: 2 wds. |
| MARIOLEMIEUX | Hockey Hall of Famer who scored 5 goals in a single game four times for the Pittsburgh Penguins: 2 w |
| ANISTON | Sitcom/film star who was named People's "Most Beautiful Woman" twice |
| CRISTIEKERR | American golfer who was #1 in the LPGA for five weeks in 2010: 2 wds. |
| VIOLADAVIS | "Fences" Oscar winner who's one of People's Most Beautiful for 2017: 2 wds. |
| JENNABUSH | "Today" correspondent ___ Hager who's one of People's Most Beautiful for 2017: 2 wds. |
