| "Side by Side by Sondheim," e.g. | 42 |
| "Siddhartha" writer Hermann | 37 |
| "Siddhartha" novelist Hermann | 39 |
| "Siddhartha" author Hesse | 35 |
| "Siddhartha" author Hermann | 37 |
| "Sid the Science Kid" network | 39 |
| "Sid & Nancy" director Alex | 41 |
| "Sicut ___ in principio" (church lyric) | 49 |
| "Sicko" filmmaker Michael | 35 |
| "Sick as a dog," for instance | 39 |
| "Sic ___ gloria mundi" | 32 |
| "Sic transit gloria ___" | 34 |
| "Sic semper tyrannis" shouter | 39 |
| "Sic semper tyrannis!" crier | 38 |
| "Sic et Non" theologian | 33 |
| "Si, mi chiamano Mimi," e.g. | 38 |
| "SI" or "GQ" | 32 |
| "Si No Te Hubieras Ido" #1ers | 39 |
| "Shyness is nice" song by the Smiths | 46 |
| "Shylock's Daughter" author | 41 |
| "Shutupshutupshutupshutup," initially | 47 |
| "Shutter Island" author Lehane | 40 |
| "Shucks, you're too kind!" | 40 |
| "Shrovetide Revelers" artist | 38 |
| "Shroud" city of Italy | 32 |
| "Shropshire Lad" monogram | 35 |
| "Shrek!" author William | 33 |
| "Showgirls"' Gershon | 34 |
| "Showgirls" main character Malone | 43 |
| "Showboat" composer Jerome | 36 |
| "Showboat" author Ferber | 34 |
| "Show Your Bones" Yeah Yeah ___ | 41 |
| "Show Me ___ Go Home," 1925 song | 42 |
| "Show me the ___" (advertising slogan) | 48 |
| "Show Me the Way" band | 32 |
| "Show Boat" writer Ferber | 35 |
| "Show Boat" torch song | 32 |
| "Show Boat" standout, 1936 | 36 |
| "Show Boat" show-stopper | 34 |
| "Show Boat" novelist Ferber | 37 |
| "Show Boat" composer Jerome | 37 |
| "Show Boat" author Ferber | 35 |
| "Show Boat" (1936) standout | 37 |
| "Shoutin' in Key" singer Taj | 42 |
| "Shoutin' in Key" singer Mahal | 44 |
| "Shouldn't we ask the Penguin?" | 45 |
| "Shouldn't have done that!" | 41 |
| "Shouldn't do that" | 33 |
| "Shoulda, woulda, coulda" thinker | 43 |
| "Shoulda, woulda, coulda" one | 39 |
| "Shoulda thought of that" | 35 |
| "Shoulda listened to me!" | 35 |
| "Shoulda been here sooner" | 36 |
| "Should ___ shouldn't ..." | 40 |
| "Should ___ shouldn't ... " | 41 |
| "Should ___ concerned?" | 33 |
| "Should ___ acquaintance be forgot ..." | 49 |
| "Should ___ acquaintance ..." | 39 |
| "Should __ acquaintance ..." | 38 |
| "Should we do something else now?" | 44 |
| "Should that happen ..." | 34 |
| "Should that come to pass" | 36 |
| "Should that be true ..." | 35 |
| "Should that be the case..." | 38 |
| "Should that be the case" | 35 |
| "Should that be the case ..." | 39 |
| "Should it be otherwise ..." | 38 |
| "Should I take that as __?" | 37 |
| "Should I deal you a hand?" | 37 |
| "Should I call a doctor?" | 35 |
| "Shotgun Angel" band Daniel ___ | 41 |
| "Shot" a baseball pitcher may take | 44 |
| "Shot heard round the world" writer | 45 |
| "Shot heard 'round the world" site | 48 |
| "Shortfin" or "longfin" fish | 48 |
| "Short People" singer Randy | 37 |
| "Short Eyes" playwright | 33 |
| "Shores of Tripoli" site | 34 |
| "Shop ___ You Drop" (game show) | 41 |
| "Shop 'til you drop" trip | 39 |
| "Shooting Elizabeth" costar | 37 |
| "Shoot; you might be surprised!" | 42 |
| "Shoot," at a craps table | 35 |
| "Shoeless" baseball legend | 36 |
| "Shoe" waitress, in the comics | 40 |
| "Shoe the horse, shoe ___" | 36 |
| "Shocking pink" Schiaparelli | 38 |
| "Shock me like an electric ___": MGMT | 47 |
| "Shit-eating" expression | 34 |
| "Shirtwaist," said Tom ___ | 36 |
| "Shirt Front and Fork" painter | 40 |
| "Shirt Front and Fork" artist | 39 |
| "Ships," in the Sahara | 32 |
| "Ship out" alternative | 32 |
| "Ship of Fools" painter | 33 |
| "Ship of Fools" actor Werner | 38 |
| "Ship of Fools" actor George | 38 |
| "Shiny Happy People" singers | 38 |
| "Shiny Happy People" band, 1991 | 41 |
| "Shiny Happy People" band | 35 |