| Old ballads | 11 |
| Old Baltic coin | 15 |
| Old Baltic coins | 16 |
| Old Banca d'Italia unit | 27 |
| Old bandleader "Kid" ___ | 34 |
| Old bandleader Columbo | 22 |
| Old bandleader Edmundo | 22 |
| Old bandleader with the catch phrase "That's right–you're wrong!" | 87 |
| Old bar material | 16 |
| Old barbarian | 13 |
| Old barnstorming needs | 22 |
| Old barrier breaker | 19 |
| Old barroom tune | 16 |
| Old bath water quality | 22 |
| Old bats | 8 |
| Old battle clubs | 16 |
| Old battle line? | 16 |
| Old battle weapon | 17 |
| Old battle-ax | 13 |
| Old battlefield shout | 21 |
| Old bay, maybe | 14 |
| Old Bea Arthur TV series | 24 |
| Old beaker heaters | 18 |
| Old beater for clothes | 22 |
| Old Beatles song? | 17 |
| Old beginning for "while" | 35 |
| Old belt attachment | 19 |
| Old Berlin inits. | 17 |
| Old Beta rival | 14 |
| Old Bethlehem sight | 19 |
| Old biddies | 11 |
| Old biddy | 9 |
| Old Big Apple paper, with "the" | 41 |
| Old Big Apple restaurateur | 26 |
| Old big-game gun | 16 |
| Old big-game guns | 17 |
| Old Bikini Bare competitor | 26 |
| Old billiard ball material | 26 |
| Old Bing Crosby movie | 21 |
| Old bird | 8 |
| Old bird of New Zealand | 23 |
| Old bird's comment on above | 31 |
| Old bird? | 9 |
| Old biscuit brand | 17 |
| Old Black Sea borderer: Abbr. | 29 |
| Old blade | 9 |
| Old blades | 10 |
| Old blazer? | 11 |
| Old bloc in Parliament | 22 |
| Old block deliverers | 20 |
| Old Blood and Guts | 18 |
| Old Blue Eyes | 13 |
| Old blues singer Ma ___ | 23 |
| Old board game | 14 |
| Old boat | 8 |
| Old boat-builder | 16 |
| Old boat-steering tool | 22 |
| Old boats | 9 |
| Old Bologna bread | 17 |
| Old Bologna bread? | 18 |
| Old Bologna bucks | 17 |
| Old Bolshevik paper | 19 |
| Old bolt shooter | 16 |
| Old bomb | 8 |
| Old bomber | 10 |
| Old bombs | 9 |
| Old bones may do it | 19 |
| Old boob-tube adjunct | 21 |
| Old book's content | 22 |
| Old boom makers | 15 |
| Old boom-creating speedster, briefly | 36 |
| Old boomer | 10 |
| Old boomers | 11 |
| Old Boston Bruin nickname | 25 |
| Old Boston Garden nickname | 26 |
| Old Boston nickname | 19 |
| Old Boston's Liberty Tree, for one | 38 |
| Old boxer called the Ambling Alp | 32 |
| Old boxing champ Willard | 24 |
| Old boy | 7 |
| Old boyfriends | 14 |
| Old boys | 8 |
| Old Boys' milieu | 20 |
| Old boys? | 9 |
| Old Br. coins | 13 |
| Old brand advertised by Bucky Beaver | 36 |
| Old brand along the turnpike | 28 |
| Old brand in the shaving aisle | 30 |
| Old brand of crackers | 21 |
| Old brand of TV sets and radios | 31 |
| Old brand that promised "white white washes without red hands" | 72 |
| Old brand whose logo featured a torch | 37 |
| Old brass instrument | 20 |
| Old Brazilian currency | 22 |
| Old Brazilian money | 19 |
| Old bread | 9 |
| Old bread for Bologna | 21 |
| Old bread, briefly | 18 |
| Old brewery fixture | 19 |
| Old brewery name in Detroit | 27 |