| With shaking hands, perhaps | 27 |
| With severity | 13 |
| With serenity | 13 |
| With sections or patches colored differently | 44 |
| With savvy | 10 |
| With savoir-faire | 17 |
| With sarcasm | 12 |
| With sapience | 13 |
| With sails fully extended | 25 |
| With sadness | 12 |
| With rue his heart is laden | 27 |
| With room to spare | 18 |
| With Romeo following, it's sporty | 37 |
| With roles to be filled | 23 |
| With riveted attention | 22 |
| With risk | 9 |
| With righteous indignation | 26 |
| With richer soil | 16 |
| With revisions | 14 |
| With reverent dread | 19 |
| With reverence | 14 |
| With restricted access | 22 |
| With respectful humility | 24 |
| With respect, love and awe | 26 |
| With respect to one's interactions with other people | 56 |
| With respect to hearing | 23 |
| With respect to a graph line, e.g. | 34 |
| With respect to | 15 |
| With respect | 12 |
| With resolve | 12 |
| With resolution | 15 |
| With resolute spirit | 20 |
| With resolute determination | 27 |
| With reserve | 12 |
| With reservations | 17 |
| With resentment | 15 |
| With repugnance | 15 |
| With repercussions | 18 |
| With remorse | 12 |
| With reluctance | 15 |
| With relish | 11 |
| With relevance, to a lawyer (literally, "to the thing") | 65 |
| With relevance | 14 |
| With regularity, to Whitman | 27 |
| With regularity, in poetry | 26 |
| With regularity, in odes | 24 |
| With regularity | 15 |
| With regrets | 12 |
| With regret | 11 |
| With regard to, on memos | 24 |
| With regard to worth | 20 |
| With regard to surface space | 28 |
| With regard to | 14 |
| With refinement | 15 |
| With reference to (legalese) | 28 |
| With reference | 14 |
| With reckless abandon | 21 |
| With reason | 11 |
| With really long odds | 21 |
| With real rudeness | 18 |
| With real effort | 16 |
| With rapid tempo | 16 |
| With rancor | 11 |
| With ramifications | 18 |
| With raised letters | 19 |
| With rage | 9 |
| With quite the figure | 21 |
| With quick wit | 14 |
| With quick awareness | 20 |
| With puzzlement | 15 |
| With Pursuit, Haney and Abbott invention | 40 |
| With punctilio | 14 |
| With prudence | 13 |
| With prongs | 11 |
| With profundity | 15 |
| With proficiency | 16 |
| With pride, it's a member | 29 |
| With pretentiousness | 20 |
| With pretentious display | 24 |
| With press and public barred | 28 |
| With premeditation | 18 |
| With prejudice | 14 |
| With precision | 14 |
| With precise timing | 19 |
| With Port, place in Prince Edward Island | 40 |
| With pond, Newfoundland community | 33 |
| With Pogo, Okanagan monster | 27 |
| With pluck | 10 |
| With plenty to spare | 20 |
| With plenty to chew on | 22 |
| With plenty of space | 20 |
| With pleasure | 13 |
| With pleasing effect | 20 |
| With piety | 10 |
| With pictures: Abbr. | 20 |
| With picking, trivial fault-finding | 35 |
| With Picchu, a place in Peru | 28 |
| With petulance | 14 |
| With Petrarch, a team | 21 |
| With persistence | 16 |