| -- shower | 9 |
| -- show (street spectacle) | 26 |
| -- shooter | 10 |
| -- shoestring | 13 |
| -- shepherd | 11 |
| -- sheet | 8 |
| -- shark | 8 |
| -- sequitur | 11 |
| -- sense | 8 |
| -- segno (sheet-music term) | 27 |
| -- seed bun | 11 |
| -- seat (advantageous situation) | 32 |
| -- Sea, arm of the Mediterranean | 32 |
| -- Sea (big Asian lake) | 23 |
| -- Scott King | 13 |
| -- Scotia | 9 |
| -- sci (college maj.) | 21 |
| -- sci | 6 |
| -- Schwarz (toy store) | 22 |
| -- Schwarz | 10 |
| -- school | 9 |
| -- Scholar | 10 |
| -- scene (did some filmmaking) | 30 |
| -- scallopini | 13 |
| -- scale of hardness | 20 |
| -- scale of 1 to 10 | 19 |
| -- scale (mineral hardness gauge) | 33 |
| -- sauce | 8 |
| -- Salvador | 11 |
| -- salts (cathartic) | 20 |
| -- salts | 8 |
| -- salad | 8 |
| -- Sack (footbag brand) | 23 |
| -- rule (usually) | 17 |
| -- rug (dance) | 14 |
| -- Rouge, LA | 12 |
| -- rose | 7 |
| -- room (play space) | 20 |
| -- room (play place) | 20 |
| -- room (play area) | 19 |
| -- room (place for air hockey) | 30 |
| -- room (Ping-Pong place) | 25 |
| -- Romeo (sporty car) | 21 |
| -- Romeo (sports car) | 21 |
| -- Romeo (car) | 14 |
| -- Romeo | 8 |
| -- roll (lucky) | 15 |
| -- roll (doing well) | 20 |
| -- roll | 7 |
| -- Rogers | 9 |
| -- rod (spiky plant) | 20 |
| -- rod (medicinal plant) | 24 |
| -- rock (music genre) | 21 |
| -- Rock (Australian landmark) | 29 |
| -- Rizzo ('Midnight Cowboy' role) | 41 |
| -- River, NJ | 12 |
| -- River, N.J. | 14 |
| -- Rico | 7 |
| -- Rice Burroughs | 17 |
| -- Rica (Central American country) | 34 |
| -- Rica | 7 |
| -- rex (cat breed) | 18 |
| -- rest (bury) | 14 |
| -- Remo, Italy | 14 |
| -- Remo | 7 |
| -- relief | 9 |
| -- reef | 7 |
| -- Reader (magazine) | 20 |
| -- Reader (magazine title) | 26 |
| -- Reader (magazine since 1984) | 31 |
| -- Reader (magazine name) | 25 |
| -- Reader (eclectic magazine) | 29 |
| -- Reader (eclectic bimonthly) | 30 |
| -- Reader (bimonthly magazine) | 30 |
| -- Reader (bimonthly digest) | 28 |
| -- Reader (alternative magazine) | 32 |
| -- Reader (alternative digest) | 30 |
| -- razor ('keep it simple' rule) | 40 |
| -- Raton, Florida | 17 |
| -- Raton | 8 |
| -- rasa (blank slate) | 21 |
| -- rasa | 7 |
| -- rampage | 10 |
| -- rage (tantrum) | 17 |
| -- Rafael | 9 |
| -- Rabbit | 9 |
| -- Python | 9 |
| -- profundo | 11 |
| -- profit (end up in the black) | 31 |
| -- pro quo | 10 |
| -- pro nobis | 12 |
| -- pricing | 10 |
| -- precedent | 12 |
| -- prayer for | 13 |
| -- power | 8 |
| -- potatoes | 11 |
| -- pork (Chinese menu item) | 27 |
| -- populi | 9 |
| -- Polo | 7 |
| -- polloi | 9 |