| Certain reproduction | 20 |
| Certain reptile | 15 |
| Certain reptile pet | 19 |
| Certain rerun | 13 |
| Certain resale item, informally | 31 |
| Certain rescue org. | 19 |
| Certain residences, initially | 29 |
| Certain resident of Finland | 27 |
| Certain resident of Florida | 27 |
| Certain resident of Manhattan | 29 |
| Certain resident of the Gulf States | 35 |
| Certain resident of Yemen | 25 |
| Certain resident's area, casually | 37 |
| Certain residue | 15 |
| Certain resin | 13 |
| Certain resinous substance | 26 |
| Certain responses: Abbr. | 24 |
| Certain restaurant's acronym | 32 |
| Certain restlessness | 20 |
| Certain retailer | 16 |
| Certain retired craft, briefly | 30 |
| Certain retiree | 15 |
| Certain retiree's title | 27 |
| Certain retirement plan | 23 |
| Certain retriever, briefly | 26 |
| Certain retrievers | 18 |
| Certain retrievers, for short | 29 |
| Certain returns from Sampras | 28 |
| Certain review | 14 |
| Certain reviewer's tool | 27 |
| Certain revolutionary War mercenary | 35 |
| Certain revolutions' durations | 34 |
| Certain revolvers | 17 |
| Certain rhizopod | 16 |
| Certain rial spender | 20 |
| Certain riding horses | 21 |
| Certain rifle stand | 19 |
| Certain riflemen | 16 |
| Certain rightist | 16 |
| Certain ring bearer | 19 |
| Certain ring occupants | 22 |
| Certain ring-bearer: Abbr. | 26 |
| Certain ringers | 15 |
| Certain riverboat | 17 |
| Certain riveter | 15 |
| Certain road | 12 |
| Certain road accident | 21 |
| Certain road race | 17 |
| Certain road runner | 19 |
| Certain roads | 13 |
| Certain roaster | 15 |
| Certain rock fragment | 21 |
| Certain rock legend's widow | 31 |
| Certain rockers' hairstyles | 31 |
| Certain rocket | 14 |
| Certain rocket engine | 21 |
| Certain rocket launching | 24 |
| Certain rockets | 15 |
| Certain rockets, for short | 26 |
| Certain rodent | 14 |
| Certain rods | 12 |
| Certain Roger | 13 |
| Certain role | 12 |
| Certain role models | 19 |
| Certain role-playing gamer | 26 |
| Certain roll-on | 15 |
| Certain rolls | 13 |
| Certain roofer | 14 |
| Certain roofers | 15 |
| Certain rookies | 15 |
| Certain room | 12 |
| Certain room for tots | 21 |
| Certain room measurements | 25 |
| Certain rooster | 15 |
| Certain rose creator | 20 |
| Certain rotation | 16 |
| Certain roulette bet | 20 |
| Certain Round Table knight | 26 |
| Certain route | 13 |
| Certain royal servant | 21 |
| Certain RPI grad | 16 |
| Certain rug worker | 18 |
| Certain rugs | 12 |
| Certain rulers | 14 |
| Certain ruminant | 16 |
| Certain runaways | 16 |
| Certain runner | 14 |
| Certain runners | 15 |
| Certain rural deities | 21 |
| Certain rural workman | 21 |
| Certain rush hour commuter, metaphorically | 42 |
| Certain Rwandan | 15 |
| Certain S O S | 13 |
| Certain S&L acct. | 21 |
| Certain S&P global index | 28 |
| Certain S. African | 18 |
| Certain sac or spore | 20 |
| Certain sack | 12 |
| Certain sacrifice | 17 |
| Certain safeguards | 18 |