| 100% | SOWHATELSEISNEW | 15 | ''This should surprise me?'' |
| 71% | SO | 2 | "And this should matter to me ... why?" |
| 65% | IDID | 4 | Surprised response to “You already told me this story” |
| 63% | TACTFUL | 7 | Like whatever comes after "How should I put this?" |
| 62% | ASNO | 4 | "This should come ___ surprise" |
| 60% | ASNO | 4 | "This should come ___ surprise": 2 wds. |
| 60% | ASNO | 4 | "This should come ___ surprise!": 2 wds. |
| 60% | ASNO | 4 | "This should come ___ surprise ...": 2 wds. |
| 59% | NOTETOSELF | 10 | “I should remember this . . .” |
| 59% | ISITTRUE | 8 | "Should I believe this?" |
| 58% | PESTO | 5 | Possible answer to the question “What should I make with all this basil?” |
| 57% | NEWSFLASH | 9 | Ironic "This should come as no surprise ... " |
| 57% | AGO | 3 | "I should have done this ages ___!" |
| 57% | AGO | 3 | "I should have done this ages ___" |
| 55% | ASNO | 4 | "This comes ___ surprise to me": 2 wds. |
| 55% | AGO | 3 | "I should have told you this long ___" |
| 54% | BALLOTBOX | 9 | This should never be stuffed |
| 54% | TEE | 3 | This should help you drive |
| 53% | TOO | 3 | This ___ Shall Pass |
| 53% | GEE | 3 | "That surprises me" |
| 53% | ASNO | 4 | "This comes ___ surprise to me" (was expected): 2 wds. |
| 53% | FYI | 3 | "I think you should be aware of this ...": Abbr. |
| 52% | AIM | 3 | This should always be 24-Down |
| 51% | SAFETY | 6 | This should come first, it's said |
| 51% | IBET | 4 | "That doesn't surprise me!" |
| 51% | IKNEW | 5 | ''That didn't surprise me'' |
| 50% | NOR | 3 | "... ___ should I" |
| 50% | ZERO | 4 | Number of incorrect entries I hope we'll receive for this crossword contest (this clue should help with that) |
| 50% | LOPE | 4 | This should be good in the long run |
| 50% | OHJOY | 5 | Sarcastic "Well, this should be fun" |