| Old stable officer | 18 |
| Old SSS classification | 22 |
| Old spy org. | 12 |
| Old spy novel grp. | 18 |
| Old spy grp. | 12 |
| Old spy gp. | 11 |
| Old spread | 10 |
| Old sporty Toyota | 17 |
| Old sporty Pontiacs | 19 |
| Old sportscaster Win and others | 31 |
| Old sports venues | 17 |
| Old sports org. with the Virginia Squires | 41 |
| Old sports org. with a red, white and blue ball | 47 |
| Old sports org. featuring the Minnesota Kicks | 45 |
| Old sports org. | 15 |
| Old spoofing duo | 16 |
| Old sponsor of Tom Mix | 22 |
| Old spokescow | 13 |
| Old Spice spokesman | 19 |
| Old Spice rival | 15 |
| Old Spice alternative | 21 |
| Old spendables in Rome | 22 |
| Old speedster | 13 |
| Old Spanish viceroyalty | 23 |
| Old Spanish vessels | 19 |
| Old Spanish treasure chest | 26 |
| Old Spanish swords | 18 |
| Old Spanish silver coins | 24 |
| Old Spanish sherry | 18 |
| Old Spanish sailing force | 25 |
| Old Spanish queen | 17 |
| Old Spanish port | 16 |
| Old Spanish money unit | 22 |
| Old Spanish money | 17 |
| Old Spanish measure | 19 |
| Old Spanish kingdom | 19 |
| Old Spanish gold | 16 |
| Old Spanish dollar | 18 |
| Old Spanish dances | 18 |
| Old Spanish dance | 17 |
| Old Spanish currency | 20 |
| Old Spanish coins | 17 |
| Old Spanish coin | 16 |
| Old Spanish card game | 21 |
| Old Spanish bread? | 18 |
| Old Spanish bread | 17 |
| Old Spain invader | 17 |
| Old space-launched rocket | 25 |
| Old space station | 17 |
| Old Sp. coins | 13 |
| Old Soviet space station | 24 |
| Old Soviet secret police org. | 29 |
| Old Soviet premier | 18 |
| Old Soviet news group | 21 |
| Old Soviet news bureau | 22 |
| Old Soviet news agency | 22 |
| Old Soviet news agcy. | 21 |
| Old Soviet naval base site | 26 |
| Old Soviet biggie | 17 |
| Old sovereign | 13 |
| Old Southern fighters | 21 |
| Old Southern estate | 19 |
| Old South | 9 |
| Old source of ticker tape | 25 |
| Old source of stock reports | 27 |
| Old source of news | 18 |
| Old sound systems | 17 |
| Old sorcerer | 12 |
| Old Sony format | 15 |
| Old Sony brand | 14 |
| Old song, "Mighty ___ a Rose" | 39 |
| Old song with the lyric "When he would ride in the afternoon / I'd follow him with my hickory broom" | 114 |
| Old song title | 14 |
| Old song that goes "jing jing jing" | 45 |
| Old song hit | 12 |
| Old song done anew | 18 |
| Old song "_____ She Sweet?" | 37 |
| Old song "Abdul Abulbul ___" | 38 |
| Old song ''Abdul Abulbul ___'' | 46 |
| Old soldiers' org. | 22 |
| Old soldiers | 12 |
| Old soldier | 11 |
| Old Sol, diurnally | 18 |
| Old Sol is one | 14 |
| Old Sol | 7 |
| Old soft drink brand | 20 |
| Old sofa's problem | 22 |
| Old soda machine feature | 24 |
| Old Sod | 7 |
| Old sock feature | 16 |
| Old sobriquet for Wahlberg | 26 |
| Old soap, sometimes | 19 |
| Old soap, perhaps | 17 |
| Old soap ingredients | 20 |
| Old soap ingredient | 19 |
| Old soap "___ Hope" | 29 |
| Old sneaker feature | 19 |
| Old snack cracker brand | 23 |
| Old slick magazine | 18 |
| Old sleeping aid? | 17 |