| With a suspicious eye | 21 |
| With a tart tongue | 18 |
| With a temper | 13 |
| With a ton of ceremony | 22 |
| With a toothed edge | 19 |
| With a touch of irony | 21 |
| With a touch of irony, often | 28 |
| With a tremor | 13 |
| With a twang | 12 |
| With a twangy inflection | 24 |
| With a twist | 12 |
| With a twist in one's tale | 30 |
| With a twist? | 13 |
| With a voice that means business | 32 |
| With a whimper | 14 |
| With a whole new appearance | 27 |
| With a will | 11 |
| With a win virtually assured | 28 |
| With a wink | 11 |
| With a wink, perhaps | 20 |
| With a wink, say | 16 |
| With a Y chromosome | 19 |
| WITH A ___ | 10 |
| With a ___ (recognizing) | 24 |
| With a ___ the hat to (acknowledging, on blogs) | 47 |
| With abandon | 12 |
| With abruptness | 15 |
| With absolutely no spark | 24 |
| With accuracy or distance, a golf stat | 38 |
| With acerbity | 13 |
| With acidity | 12 |
| With acquiescence | 17 |
| With acuity | 11 |
| With added spice | 16 |
| With adroitness | 15 |
| With affected reluctance | 24 |
| With affection | 14 |
| With agility | 12 |
| With alacrity | 13 |
| With alcohol, as party punch | 28 |
| With all accounted for | 22 |
| With all agreeing, after "to" | 39 |
| With all debts squared | 22 |
| With all haste | 14 |
| With all haste, in memos | 24 |
| With all judges participating | 29 |
| With all members agreeing | 25 |
| With all one's force | 24 |
| With all one's heart | 24 |
| With all one's marbles | 26 |
| With all one's might | 24 |
| With all one's strength | 27 |
| With all scores settled | 23 |
| With all the bells and whistles | 31 |
| With all the edges aligned | 26 |
| With all the scenes | 19 |
| With all the trimmings | 22 |
| With all your marbles | 21 |
| With all ___ respect | 20 |
| With all-encompassing power | 27 |
| With allure | 11 |
| With almost no effort | 21 |
| With almost no provocation | 26 |
| With aloof disdain | 18 |
| With aloofness | 14 |
| With Altair and Vega, it forms the Summer Triangle | 50 |
| With ammo removed | 17 |
| With an air of mystery | 22 |
| With an air of self-satisfaction | 32 |
| With an amused expression | 25 |
| With an empty expression | 24 |
| With an even score | 18 |
| With an extremely swelled head | 30 |
| With an indecisive result | 25 |
| With an insinuating tone | 24 |
| With an intermission | 20 |
| With an open mouth | 18 |
| With an overly high opinion of oneself | 38 |
| With an ulterior motive | 23 |
| With an uneasy feeling | 22 |
| With an unwillingness to pay heed | 33 |
| With an upset tummy | 19 |
| With an ___ (considering) | 25 |
| With an ___ (intending) | 23 |
| With an ___ (taking into account) | 33 |
| With an ___ the ground | 22 |
| With an ___ the ground (alert) | 30 |
| With Andrea, an ill-fated ship | 30 |
| With anger | 10 |
| With ankles turned inward | 25 |
| With anticipation | 17 |
| With aplomb | 11 |
| With apple pie, "American" symbol | 43 |
| With apprehension | 17 |
| With appropriateness | 20 |
| With approval | 13 |
| With ardor | 10 |
| With Arm, Newfoundland community | 32 |
| With arms and legs outstretched | 31 |
| With artful shyness | 19 |