| 100% | MEA | 3 | "Cry ___ River" (Justin Timberlake hit): 2 wds. |
| 79% | SAYSOMETHING | 12 | 2018 Justin Timberlake hit with an "S.S." title: 2 wds. |
| 78% | MEA | 3 | "Cry ___ River" (song by Justin Timberlake): 2 wds. |
| 76% | MEA | 3 | "Cry ___ River" (Justin Timberlake song): 2 wds. |
| 67% | NSYNC | 5 | Justin Timberlake's former band: 2 wds. |
| 61% | BADTEACHER | 10 | 2011 comedy starring Justin Timberlake and Cameron Diaz: 2 wds. |
| 61% | NSYNC | 5 | Boy band that launched Justin Timberlake's career: 2 wds. |
| 61% | WORKIT | 6 | Song by Nelly featuring Justin Timberlake: 2 wds. |
| 61% | CRY | 3 | "___ Me a River," Justin Timberlake hit |
| 60% | MEA | 3 | Justin Timberlake's "Cry ___ River" |
| 58% | TAKEBACK | 8 | With 32-Across, 2013 Justin Timberlake song influenced by Michael Jackson: 2 wds. |
| 57% | RYANGOSLING | 11 | "La La Land" star who was Justin Timberlake's roommate as a teen: 2 wds. |
| 57% | WETWO | 5 | Little River Band hit: 2 wds. |
| 56% | SAYSOMETHING | 12 | 2018 top 10 hit for Justin Timberlake, or a 2013 top 10 hit for A Great Big World: 2 wds. |
| 55% | LOVEYOURSELF | 12 | 2015 Justin Bieber hit cowritten by 14-Across: 2 wds. |
| 54% | FRIENDSWITH | 11 | "___ Benefits," 2011 romantic comedy film that starred Justin Timberlake and Mila Kunis in the lead roles: 2 wds. |
| 54% | MEA | 3 | "Oh boo-hoo, cry ___ river!": 2 wds. |
| 54% | MEA | 3 | "Cry ___ river!": 2 wds. |
| 53% | CRY | 3 | "___ Me a River" (2002 Justin Timberlake hit) |
| 52% | WONDERWHEEL | 11 | 2017 Woody Allen period drama film with Justin Timberlake (birthday today) and Kate Winslet playing the lead roles: 2 wds. |
| 52% | MEA | 3 | "Cry ___ river": 2 wds. |
| 52% | CANTSTOP | 8 | With 21-Across, 2016 Justin Timberlake song that was the 26th ever to debut atop the Billboard Hot 100: 2 wds. |
| 52% | SOCIALNETWORK | 13 | "The ___," 2010 drama film based on the true story of Facebook's origins, with Justin Timberlake playing Sean Parker: 2 wds. |
| 51% | TIE | 3 | "Suit & ___" (2013 Justin Timberlake hit featuring Jay-Z) |
| 51% | CRY | 3 | "___ Me a River" (Justin Timberlake hit) |
| 51% | CRY | 3 | Justin Timberlake's "___ Me a River" |
| 50% | CRY | 3 | Justin Timberlake's song "___ Me a River" |
| 50% | SEXYBACK | 8 | 2006 Justin Timberlake #1 hit |
| 50% | MEA | 3 | "Cry ____ River" (2 wds.) |
| 48% | LONESOMELOSER | 13 | Little River Band hit of 1979: 2 wds. |