| Most unfeeling | 14 |
| Most unfeeling, as a stare | 26 |
| Most unflappable | 16 |
| Most unforgiving | 16 |
| Most unfriendly | 15 |
| Most uninspired | 15 |
| Most uninteresting | 18 |
| Most unique | 11 |
| Most univ. applicants | 21 |
| Most unlikely to do karaoke | 27 |
| Most unmusical | 14 |
| Most unnerving | 14 |
| Most unoriginal | 15 |
| Most unpleasant | 15 |
| Most unpleasantly damp | 22 |
| Most unproductive | 17 |
| Most unrefined | 14 |
| Most unrelenting | 16 |
| Most unremitting | 16 |
| Most unruffled | 14 |
| Most unsatisfactory | 19 |
| Most unsettling | 15 |
| Most unsettling and eerie | 25 |
| Most unsightly | 14 |
| Most unsolicited manuscripts | 28 |
| Most unspoiled | 14 |
| Most unsympathetic | 18 |
| Most untidy | 11 |
| Most unusual | 12 |
| Most unwavering | 15 |
| Most unwell | 11 |
| Most unworldly | 14 |
| Most unyielding | 15 |
| Most up to the job | 18 |
| Most up to the task | 19 |
| Most up-tight | 13 |
| Most up-to-date | 15 |
| Most upbeat | 11 |
| Most updated | 12 |
| Most upscale | 12 |
| Most upset | 10 |
| Most uptight | 12 |
| Most urgent | 11 |
| Most US college students these days | 35 |
| Most used waterway, perhaps | 27 |
| Most useless | 12 |
| Most vague | 10 |
| Most vain | 9 |
| Most valiant | 12 |
| Most valorous | 13 |
| Most valuable diamond? | 22 |
| Most valuable Scrabble square, reduced? | 39 |
| Most valuable, perhaps | 22 |
| Most valuable, possibly | 23 |
| Most vapid | 10 |
| Most vaporous | 13 |
| Most Vassar graduates | 21 |
| Most venerable | 14 |
| Most venturesome | 16 |
| Most veracious | 14 |
| Most verdant | 12 |
| Most vexed | 10 |
| Most vicious | 12 |
| Most Vientiane residents, and their language | 44 |
| Most vigorous | 13 |
| Most vile | 9 |
| Most villainous | 15 |
| Most violent | 12 |
| Most virtuous | 13 |
| Most visible stars | 18 |
| Most visibly embarrassed | 24 |
| Most visited Southern Hemisphere city | 37 |
| Most vital | 10 |
| Most vital part of some idea | 28 |
| Most vitreous | 13 |
| Most vivacious | 14 |
| Most vivid | 10 |
| Most volatile | 13 |
| Most volatile emotionally | 25 |
| Most vulpine | 12 |
| Most wan | 8 |
| Most Wanted agcy. | 17 |
| Most wanted letters? | 20 |
| Most wanted list abbr. | 22 |
| Most Wanted List compiler | 25 |
| Most Wanted List org. | 21 |
| Most wanted number | 18 |
| Most Wanted org. | 16 |
| Most wanted? | 12 |
| Most warm, in a way | 19 |
| Most warm, so to speak | 22 |
| Most warmly comfortable | 23 |
| Most wary | 9 |
| Most washed out | 15 |
| Most watched judge of 1995 | 26 |
| Most watched judge of 1995, probably | 36 |
| Most weather satellites have one | 32 |
| Most weather-worn, in a way | 27 |
| Most wee | 8 |
| Most weighed down | 17 |