| 'Shoulda listened to me!' | 33 |
| 'Shining Star R&B group' | 36 |
| 'She Done Him Wrong' star | 33 |
| 'Sharp Dressed Man' band | 32 |
| 'Shakespeare in Love' co-star | 37 |
| 'Sex for Dummies' writer | 32 |
| 'Sex and the City' writer Candace | 41 |
| 'Sex and the City' writer | 33 |
| 'Set Fire to the Rain' singer | 37 |
| 'Sesame Street' resident | 32 |
| 'Sesame Street' favorite | 32 |
| 'Sesame Street' character | 33 |
| 'Serpico' director Sidney | 33 |
| 'Send in the Clowns' writer | 35 |
| 'Semper --' (Coast Guard motto) | 39 |
| 'Seascape' playwright Edward | 36 |
| 'Scream' actor Schreiber | 32 |
| 'Schindler's List' star | 35 |
| 'Saturday Night Fever' venue | 36 |
| 'Saturday Night Fever' setting | 38 |
| 'Saturday Night Fever' genre | 36 |
| 'Saturday Night Fever' director John | 44 |
| 'Saturday Evening Post' cover artist | 44 |
| 'Saturday Evening Post' artist | 38 |
| 'Sail -- Ship of State!' | 32 |
| 'Rumble in the Jungle' loser | 36 |
| 'Rule, Britannia' composer | 34 |
| 'Roses of --' (pop song of WWI) | 39 |
| 'Rosemary's Baby' star Mia | 38 |
| 'Rosemary's Baby' director | 38 |
| 'Roots' character Kunta -- | 34 |
| 'Rooms --' (vacancy notice) | 35 |
| 'Romy and --'s High School Reunion' | 47 |
| 'Romeo and Juliet' setting | 34 |
| 'Rome wasn't built in --' | 37 |
| 'Romanian Rhapsodies' composer | 38 |
| 'Rolling in the Deep' singer | 36 |
| 'Rock Around the Clock' singer | 38 |
| 'Rock and Roll, Hoochie --' (1974 song) | 47 |
| 'Rock and Roll Hoochie --', | 35 |
| 'Robocop' and 'Total Recall' | 44 |
| 'Robinson Crusoe' writer | 32 |
| 'Robinson Crusoe' author | 32 |
| 'Risky Business' actress | 32 |
| 'Rising Sun' novelist Michael | 37 |
| 'Ring around the collar' fighter | 40 |
| 'Riders to the Sea' dramatist | 37 |
| 'Riders of the Purple Sage' writer | 42 |
| 'Rich Man, Poor Man' author | 35 |
| 'Revolver' or 'Tapestry,' e.g. | 46 |
| 'Reversal of Fortune' star | 34 |
| 'Revenge is -- best served cold' | 40 |
| 'Return the -- portion ...' | 35 |
| 'Return of the Jedi' creature | 37 |
| 'Return of the Jedi' character | 38 |
| 'Resume the original speed' | 35 |
| 'Resident Evil' actress Jovovich | 40 |
| 'Red' types of sport fish | 33 |
| 'Red' or 'White' team | 37 |
| 'Real Time With Bill --' | 32 |
| 'Ready or not, -- come!' | 32 |
| 'Ramona the Pest' author Beverly | 40 |
| 'Raise the Titanic!' author | 35 |
| 'Rain Man' star is dormant in the summer? | 49 |
| 'Raiders of the Lost --' | 32 |
| 'Rabbit, Run' novelist John | 35 |
| 'Quit -- bellyachin'!' | 34 |
| 'Pygmalion' playwright's monogram | 45 |
| 'Punky Brewster' star Soleil Moon -- | 44 |
| 'Prince of the City' actor | 34 |
| 'Prince --' ('Aladdin' song) | 44 |
| 'Priceless Memories' writer | 35 |
| 'Price Is Right' jackpot | 32 |
| 'Price Is Right' guesses | 32 |
| 'Pretty please with sugar --' | 37 |
| 'Presumed Innocent' author | 34 |
| 'Presto --!' (magician's cry) | 41 |
| 'Positively Entertaining' TV network | 44 |
| 'Portnoy's Complaint' writer | 40 |
| 'Portnoy's Complaint' author | 40 |
| 'Poor Side of Town' singer | 34 |
| 'Pomp and Circumstance' composer | 40 |
| 'Plaza Suite' playwright | 32 |
| 'Platoon' site, for short | 33 |
| 'Platoon' setting, for short | 36 |
| 'Platoon' locale, for short | 35 |
| 'Planet of the Apes' star | 33 |
| 'Planet of the Apes' role | 33 |
| 'Plan 9 From Outer Space' director | 42 |
| 'Pinocchio' character, to a June baby? | 46 |
| 'Pink Shoe Laces' singer Stevens | 40 |
| 'Pink Panther' actor Herbert | 36 |
| 'Pin the tail on the donkey' prop | 41 |
| 'Picnic' Pulitzer winner William | 40 |
| 'Picnic' playwright William | 35 |
| 'Picnic' dramatist William | 34 |
| 'Picnic at Hanging Rock' star | 37 |
| 'Pick --' (magician's instruction) | 46 |
| 'Piano Man' singer Billy | 32 |
| 'Peter, Peter, pumpkin --' | 34 |