| Question I hope to be correct | 29 |
| Question in a children's game | 33 |
| Question in a geography quiz | 28 |
| Question in a long-distance relationship | 40 |
| Question in Matthew | 19 |
| Question in some kids' books | 32 |
| Question in the grocery check-out line | 38 |
| Question intensely | 18 |
| Question Isaac Newton may have asked | 36 |
| Question mark on a TV sched. | 28 |
| Question marks | 14 |
| Question meant to stump | 23 |
| Question not asked in this puzzle's theme words | 51 |
| Question of "when" involving Billy Crystal | 52 |
| Question of advisability | 24 |
| Question of authority | 21 |
| Question of choice | 18 |
| Question of commitment | 22 |
| Question of concern | 19 |
| Question of concern ... or another title for this puzzle | 56 |
| Question of concern after someone has had a bad experience | 58 |
| Question of cost, and this puzzle's title | 45 |
| Question of faux innocence | 26 |
| Question of getting clean | 25 |
| Question of identification | 26 |
| Question of identity | 20 |
| Question of identity? | 21 |
| Question of incredulity | 23 |
| Question of incredulity, in Topeka? | 35 |
| Question of location | 20 |
| Question of method | 18 |
| Question of mock surprise | 25 |
| Question of motive | 18 |
| Question of ownership | 21 |
| Question of permission | 22 |
| Question of place | 17 |
| Question of purpose | 19 |
| Question of recognition | 23 |
| Question of repetition | 22 |
| Question of self-doubt | 22 |
| Question of technique | 21 |
| Question of the day? | 20 |
| Question of time | 16 |
| Question of time, to Telemann | 29 |
| Question of understanding, to a Spanish count? | 46 |
| Question often asked long-distance | 34 |
| Question on encountering an unfamiliar object | 45 |
| Question on the WATS line? | 26 |
| Question on walking into a meeting | 34 |
| Question opener that gets corrected by grammar nerds | 52 |
| Question or answer in "___?" ... "___!" | 59 |
| Question persistently | 21 |
| Question posed by a 1987 children's best seller | 51 |
| Question posed by cell phone users? | 35 |
| Question poser | 14 |
| Question put forth to Brutus | 28 |
| Question re a fishy deal? | 25 |
| Question relentlessly | 21 |
| Question repeated by a tot | 26 |
| Question said while pointing to yourself | 40 |
| Question session | 16 |
| Question severely | 17 |
| Question shouted in exasperation | 32 |
| Question sometimes asked about abstract paintings | 49 |
| Question source | 15 |
| Question spoken into a cell phone | 33 |
| Question starter | 16 |
| Question starter, for Shakespeare | 33 |
| Question that comes before and after "or" | 51 |
| Question that demands an explanation | 36 |
| Question that Dorothy poses to Glinda (and Glinda's response) | 65 |
| Question that follows "O Brother" in film ... and a hint to this puzzle's theme | 93 |
| Question that Freud couldn't answer | 39 |
| Question that Mao Zedong answered with a yes? | 45 |
| Question that may be answered "And how!" | 50 |
| Question that may be answered "No, you're not responsible" | 72 |
| Question that pops up? | 22 |
| Question that signals a missing person alert | 44 |
| Question that sounds like an owl's call | 43 |
| Question that's a classic pickup line | 41 |
| Question the integrity of | 25 |
| Question the morning after | 26 |
| Question the truth of | 21 |
| Question the validity of | 24 |
| Question to a brown cow | 23 |
| Question to a busybody | 22 |
| Question to a consumer watchdog | 31 |
| Question to a crank caller | 26 |
| Question to a mind changer | 26 |
| Question to a museum visitor | 28 |
| Question to a paralegal? | 24 |
| Question to a poker player | 26 |
| Question to a procrastinator | 28 |
| Question to a prospective bride | 31 |
| Question to a Quaker kite flier? | 32 |
| Question to a reliable one | 26 |
| Question to a scrawny kid trying out for wrestling | 50 |
| Question to a speeder | 21 |
| Question to a suspect | 21 |
| Question to Brutus | 18 |