| "Riders to the Sea" playwright | 40 |
| "Riders to the Sea" dramatist | 39 |
| "Riders to the Sea" author | 36 |
| "Riders of the Purple _____" | 38 |
| "Riders of the Purple ___": Grey | 42 |
| "Riders of the Purple ___" | 36 |
| "Riders of the Purple Sage" star Tom | 46 |
| "Riders of the Purple Sage" star | 42 |
| "Riders of the Purple Sage" novelist | 46 |
| "Riders of the Purple Sage" author Zane | 49 |
| "Riders of the Purple Sage" author Grey | 49 |
| "Riders of the Purple Sage" author | 44 |
| "Ridente la ___" (Mozart song) | 40 |
| "Ride, Vaquero!" actor Jack | 37 |
| "Ride the High Country" costar | 40 |
| "Ride the Dark Trail" writer | 38 |
| "Ride of the Valkyries" composer | 42 |
| "Ride Like the Wind" Christopher | 42 |
| "Ride a ___ Horse": MacInnes | 38 |
| "Ride 'em, cowboy!," e.g.? | 40 |
| "Riddley Walker" author Russell _____ | 47 |
| "Riddle-me-___" (nursery rhyme line) | 46 |
| "Riddle-me-___" ("Guess!") | 46 |
| "Riddle-me-___!" ("Guess!") | 47 |
| "Riddle me, riddle me ___" | 36 |
| "Ricochet" actor, 1991 | 32 |
| "Rico ___" (1991 Gerardo hit) | 39 |
| "Richard _____" (E.A. Robinson poem) | 46 |
| "Richard ___" (Shakespeare) | 37 |
| "Richard __": E.A. Robinson poem | 42 |
| "Richard III" star McKellen | 37 |
| "Rich Man, Poor Man" novelist, 1970 | 45 |
| "Rich Man, Poor Man" novelist Shaw | 44 |
| "Rich Man, Poor Man" novelist Irwin | 45 |
| "Rich Man, Poor Man" novelist | 39 |
| "Rich Man, Poor Man" Emmy winner | 42 |
| "Rich Man, Poor Man" author Shaw | 42 |
| "Rich Man, Poor Man" author | 37 |
| "Rich Man, Poor Man" actor, 1976 | 42 |
| "Rich Harbor" and others | 34 |
| "Rice-___, the San Francisco treat" | 45 |
| "Rice-a-___, the San Francisco treat" | 47 |
| "Rhythm ___ Dancer" (Snap! single) | 44 |
| "Rhythm ___ Dancer" (1992 hit by Snap!) | 49 |
| "Rhythm Is Gonna Get You" singer | 42 |
| "Rhoda" production co. | 32 |
| "Rhoda" or "Joey," e.g. | 43 |
| "Rhoda" and "Frasier" | 41 |
| "Rhinoceros" playwright Eugène | 43 |
| "Rhinoceros" playwright | 33 |
| "Rhinoceros" author and family | 40 |
| "Rhinestone Cowboy" singer Campbell | 45 |
| "Rhinestone Cowboy" singer | 36 |
| "Rhinestone Cowboy" Campbell | 38 |
| "Rhine Maidens" author | 32 |
| "Rhapsody in Blue" star: 1945 | 39 |
| "Rhapsody in Blue" opener | 35 |
| "Rhapsody in Blue" introducer | 39 |
| "Rhapsodie norvégienne" composer | 45 |
| "Rhapsodie Hongroise" composer | 40 |
| "Rhapsodie Espagnole" composer | 40 |
| "Reward" for poor service | 35 |
| "Reward Your Curiosity" soda | 38 |
| "Revolver" Grammy winner Voormann | 43 |
| "Revolutionary" piece by Chopin | 41 |
| "Revolutionary" Chopin work | 37 |
| "Revolutionary Road" writer | 37 |
| "Revolutionary Road" novelist Richard | 47 |
| "Revolutionary Road" director Sam | 43 |
| "Revolutionary Road" author Richard | 45 |
| "Revolutionary Road" author | 37 |
| "Revolutionary Road "author | 37 |
| "Revolutionary Étude" composer | 44 |
| "Revolution," to "Hey Jude" | 47 |
| "Revolution From Within" author | 41 |
| "Revolution 9" collaborator | 37 |
| "Revolt on the Nile" author | 37 |
| "Reversible Errors" novelist | 38 |
| "Reversal of Fortune" star | 36 |
| "Reversal of Fortune" Oscar winner | 44 |
| "Reversal of Fortune" family name | 43 |
| "Reverend" of 1980s rap | 33 |
| "Revenge of the ___" (1984 comedy) | 44 |
| "Revenge of the Sith" episode, e.g. | 45 |
| "Revenge of the Sith" episode number | 46 |
| "Revenge of the Nerds" frat guy | 41 |
| "Revenge of the Nerds" college | 40 |
| "Revenge of the Nerds" character | 42 |
| "Revenge of the Nerds" bully | 38 |
| "Revenge of the Nerds" bad guy | 40 |
| "Revenge is ___ best served cold" | 43 |
| "Revenge is __ best served cold" | 42 |
| "Revenge is --- best ..." | 35 |
| "Revelations" choreographer [Utah] | 44 |
| "Revelations" choreographer | 37 |
| "Reunited" Peaches and ___ | 36 |
| "Reuben, Reuben" actor Tom | 36 |
| "Reuben James" singer Kenny | 37 |
| "Returning soon," in online shorthand | 47 |
| "Return to ___" (Elvis hit) | 37 |