| Certain rookies | 15 |
| Certain roofers | 15 |
| Certain roofer | 14 |
| Certain rolls | 13 |
| Certain roll-on | 15 |
| Certain role-playing gamer | 26 |
| Certain role models | 19 |
| Certain role | 12 |
| Certain Roger | 13 |
| Certain rods | 12 |
| Certain rodent | 14 |
| Certain rockets, for short | 26 |
| Certain rockets | 15 |
| Certain rocket launching | 24 |
| Certain rocket engine | 21 |
| Certain rocket | 14 |
| Certain rockers' hairstyles | 31 |
| Certain rock legend's widow | 31 |
| Certain rock fragment | 21 |
| Certain roaster | 15 |
| Certain roads | 13 |
| Certain road runner | 19 |
| Certain road race | 17 |
| Certain road accident | 21 |
| Certain road | 12 |
| Certain riveter | 15 |
| Certain riverboat | 17 |
| Certain ringers | 15 |
| Certain ring-bearer: Abbr. | 26 |
| Certain ring occupants | 22 |
| Certain ring bearer | 19 |
| Certain rightist | 16 |
| Certain riflemen | 16 |
| Certain rifle stand | 19 |
| Certain riding horses | 21 |
| Certain rial spender | 20 |
| Certain rhizopod | 16 |
| Certain revolvers | 17 |
| Certain revolutions' durations | 34 |
| Certain revolutionary War mercenary | 35 |
| Certain reviewer's tool | 27 |
| Certain review | 14 |
| Certain returns from Sampras | 28 |
| Certain retrievers, for short | 29 |
| Certain retrievers | 18 |
| Certain retriever, briefly | 26 |
| Certain retirement plan | 23 |
| Certain retiree's title | 27 |
| Certain retiree | 15 |
| Certain retired craft, briefly | 30 |
| Certain retailer | 16 |
| Certain restlessness | 20 |
| Certain restaurant's acronym | 32 |
| Certain responses: Abbr. | 24 |
| Certain resinous substance | 26 |
| Certain resin | 13 |
| Certain residue | 15 |
| Certain resident's area, casually | 37 |
| Certain resident of Yemen | 25 |
| Certain resident of the Gulf States | 35 |
| Certain resident of Manhattan | 29 |
| Certain resident of Florida | 27 |
| Certain resident of Finland | 27 |
| Certain residences, initially | 29 |
| Certain rescue org. | 19 |
| Certain resale item, informally | 31 |
| Certain rerun | 13 |
| Certain reptile pet | 19 |
| Certain reptile | 15 |
| Certain reproduction | 20 |
| Certain reprisals | 17 |
| Certain reprieve | 16 |
| Certain reporters | 17 |
| Certain reply to an invitation | 30 |
| Certain reply | 13 |
| Certain replies | 15 |
| Certain replay | 14 |
| Certain repeat rider | 20 |
| Certain repairman | 17 |
| Certain repair site | 19 |
| Certain rental arrangements | 27 |
| Certain rental | 14 |
| Certain renewable | 17 |
| Certain rendezvous | 18 |
| Certain remains | 15 |
| Certain religious philosophy | 28 |
| Certain religious Jamaican, briefly | 35 |
| Certain religious ideal | 23 |
| Certain religionist | 19 |
| Certain relatives | 17 |
| Certain relative-by-marriage, familiarly | 40 |
| Certain relative, informally | 28 |
| Certain relative, in Yiddish and other languages | 48 |
| Certain relative | 16 |
| Certain relation | 16 |
| Certain rehearsal space | 23 |
| Certain regulator | 17 |
| Certain refuse units (8) | 24 |
| Certain refugees | 16 |
| Certain refrigerators | 21 |