| 100% | KINGLEAR | 8 | Shakespeare play about an old ruler with three daughters: 2 wds. |
| 42% | ROMEOAND | 8 | With 36-Across, Shakespeare play about star-crossed lovers: 2 wds. |
| 41% | HENRYVI | 7 | Three-part Shakespeare play about a king of England (2 wds.) |
| 38% | TAPEDECK | 8 | Part of an old car stereo that played cassettes: 2 wds. |
| 34% | TARBABY | 7 | 1981 Toni Morrison novel about an educated fashion model in love with a poor fugitive: 2 wds. |
| 34% | KINGLEAR | 8 | Shakespeare play about 3 daughters, inheritance |
| 34% | PITCHPERFECT | 12 | Film series about an all-girls a capella group in which Anna Kendrick plays Beca Mitchell: 2 wds. |
| 33% | LEAR | 4 | King with three daughters in Shakespeare |
| 33% | MACBETH | 7 | Shakespeare play with the Three Witches |
| 32% | AMAJ | 4 | Key with three sharps: 2 wds. |
| 31% | TEARDOWN | 8 | Raze, like an old building: 2 wds. |
| 31% | CAVEDIN | 7 | Collapsed, like an old mine: 2 wds. |
| 31% | POOPEDOUT | 9 | Stopped working, like an old appliance: 2 wds. |
| 31% | KINGLEAR | 8 | Shakespeare's monarch with three daughters |
| 30% | HENRYV | 6 | 1989 Emma Thompson movie based on a Shakespeare play: 2 wds. |
| 30% | BADROMANCE | 10 | 2009 Lady Gaga hit about an atypical love affair: 2 wds. |
| 30% | WHITNEYHOUSTON | 14 | "How Will I Know" singer with three diamond albums: 2 wds. |
| 30% | TRADEDIN | 8 | Exchanged, as an older car for a newer model: 2 wds. |
| 30% | MRMAGOO | 7 | US cartoon about an old man with big glasses |
| 30% | KINGTUT | 7 | Mummified Egyptian ruler with a famous tomb: 2 wds. |
| 30% | ROCKETMAN | 9 | 1972 Elton John hit about an astronaut: 2 wds. |
| 30% | MRED | 4 | Talking horse on an old TV sitcom: 2 wds. |
| 30% | TOMBRADY | 8 | NFL quarterback with three Super Bowl wins: 2 wds. |
| 30% | NINELIVES | 9 | Cat's blessing, according to an old proverb: 2 wds. |
| 30% | NOSALE | 6 | Red flag on an old-time cash register: 2 wds. |
| 30% | TIGERWOODS | 10 | California-born golfer with three Career Grand Slams: 2 wds. |
| 30% | JACKNICKLAUS | 12 | Ohio-born golfer with three Career Grand Slams: 2 wds. |
| 30% | KINGLEAR | 8 | Tragic Shakespeare character with three daughters |
| 29% | SHANIATWAIN | 11 | "You're Still the One" singer with three diamond albums: 2 wds. |
| 29% | ATIE | 4 | Play to ___ (finish with an even score): 2 wds. |