| Old sleep-inducer | 17 |
| Old sleep inducer | 17 |
| Old sleep aid? | 14 |
| Old Slavic title | 16 |
| Old Slavic group | 16 |
| Old slavery class | 17 |
| Old slave | 9 |
| Old slangy word of enthusiasm | 29 |
| Old slangy ending for "yes" or "no" | 55 |
| Old slang for something extraordinary | 37 |
| Old slang for a unique person | 29 |
| Old slang for a 100-dollar bill | 31 |
| Old skirt part | 14 |
| Old skier's lift with a curved lower part | 45 |
| Old ski lift contraption | 24 |
| Old ski lift | 12 |
| Old sketch comedy show | 22 |
| Old skating star Sonja | 22 |
| Old site of France's West Point | 35 |
| Old sitcom starring Walter Brennan | 34 |
| Old sitcom sot | 14 |
| Old sitcom mechanic, with "the" | 41 |
| Old sitcom maid | 15 |
| Old sitcom guy in Aarhus? | 25 |
| Old sitcom family | 17 |
| Old sitcom couple's surname | 31 |
| Old sitcom character Dobie ___ | 30 |
| Old sitcom boy Taylor | 21 |
| Old sitcom | 10 |
| Old sit-in stagers: Abbr. | 25 |
| Old sit-in org. | 15 |
| Old Singer parts | 16 |
| Old Sinclair rival | 18 |
| Old Sinclair Oil rival | 22 |
| Old silver coins of Spain | 25 |
| Old silver coins | 16 |
| Old silver coin of Italy | 24 |
| Old silver amts. | 16 |
| Old silo missile | 16 |
| Old Silk Road destination | 25 |
| Old Silk Road city in Kyrgyzstan | 32 |
| Old silk brocade | 16 |
| Old Sienese coin | 16 |
| Old sideshow attraction | 23 |
| Old Sicilian coin | 17 |
| Old Siamese coins: Var. | 23 |
| Old Siamese coin | 16 |
| Old shrimp has one | 18 |
| Old show-saver | 14 |
| Old show featuring the Schmenge Brothers polka band | 51 |
| Old shoulder gun | 16 |
| Old shortstop Marion's nickname | 35 |
| Old shopping locale | 19 |
| Old shopping centers | 20 |
| Old shoe polish brand | 21 |
| Old shoe accessory | 18 |
| Old shirt, maybe | 16 |
| Old shipping nickname | 21 |
| Old shipping moniker | 20 |
| Old shipping allowances | 23 |
| Old shipping allowance | 22 |
| Old shippable shelter | 21 |
| Old shipbuilding needs | 22 |
| Old ship's cargo | 20 |
| Old ship cradle | 15 |
| Old shields | 11 |
| Old shield | 10 |
| Old Sherman Hemsley sitcom | 26 |
| Old sheriff's badge | 23 |
| Old Shell rival | 15 |
| Old Shaker leader | 17 |
| Old sewing machine part | 23 |
| Old sewing machine mechanism | 28 |
| Old settings for many out-of-tune pianos | 40 |
| Old serving aid | 15 |
| Old service station name | 24 |
| Old servant's phrase of address | 35 |
| Old serf | 8 |
| Old Serbian capital | 19 |
| Old Serbian auto | 16 |
| Old senator's coverup | 25 |
| Old senate attire | 17 |
| Old seminar subject | 19 |
| Old self-titled talk show | 25 |
| Old self-realization program (abbr.) | 36 |
| Old self-realization program | 28 |
| Old seed making a court divider? | 32 |
| Old security device | 19 |
| Old section of Asia Minor | 25 |
| Old section of Algiers | 22 |
| Old section in Algiers | 22 |
| Old seaman | 10 |
| Old sea-war vessels | 19 |
| Old sea serpent | 15 |
| Old scrolls, often | 18 |
| Old screen star Lamarr | 22 |
| Old screen siren West | 21 |
| Old Scratch's delight | 25 |
| Old Scratch | 11 |
| Old scoundrel | 13 |