| Like day-old bread | 18 |
| Like a tough cookie? | 20 |
| In need of freshening | 21 |
| In need of an update | 20 |
| Hard, as bread | 14 |
| Wheezy | 6 |
| Well past the sell-by date | 26 |
| Too-familiar | 12 |
| Told and retold, perhaps | 24 |
| Told and retold | 15 |
| Tediously familiar | 18 |
| Shopworn, as stories | 20 |
| Several-days-old | 16 |
| Ready for the trash | 19 |
| Past the freshness date | 23 |
| Past the "Sell By" date, perhaps | 42 |
| Past its best | 13 |
| Overtrained | 11 |
| Old, as a joke | 14 |
| Old and dry | 11 |
| Oft heard | 9 |
| No longer new or interesting | 28 |
| No longer interesting | 21 |
| Moldy | 5 |
| Mate of a sort | 14 |
| Like yesterday's bagels | 27 |
| Like week-old doughnuts | 23 |
| Like uninspired writing | 23 |
| Like unfunny jokes | 18 |
| Like some puns or buns | 22 |
| Like old rolls | 14 |
| Like old potato chips | 21 |
| Like old gossip | 15 |
| Like old donuts | 15 |
| Like old cigarettes | 19 |
| Like many a crossword clue for the word OREO, or like old Oreos | 63 |
| Like leftover chips | 19 |
| Like leftover beer | 18 |
| Like last week's bread | 26 |
| Like hard bread | 15 |
| Like Halloween candy in December | 32 |
| Like dry bread | 14 |
| Like days-old bread | 19 |
| Like dated food | 15 |
| Like chips that have been set out too long | 42 |
| Like bread for pigeons | 22 |
| Like an old joke | 16 |
| Like an old cigar | 17 |
| Like an old bialy | 17 |
| Like a day-old baguette | 23 |
| Lacking originality, as a joke | 30 |
| Kind of bread or joke | 21 |
| Kind of bread for crumbs | 24 |
| Hardly avant-garde | 18 |
| Flat, as cola | 13 |
| All played out | 14 |
| Result of poor ventilation | 26 |
| Flat brew | 9 |
| Base for turkey stuffing, often | 31 |
| Yesterday's joe | 19 |
| Lost zip | 8 |
| Lost freshness | 14 |
| Became shopworn | 15 |
| Went flat | 9 |
| Got old, as bread | 17 |
| Became old hat | 14 |
| Not fresh enough to run in a newsweekly? | 40 |
| Old whetstone twisted by icy pellets | 36 |
| Grandpa's jokes, perhaps | 28 |
| In a hackneyed manner | 21 |
| Unchangeable situation | 22 |
| Reason for marital breakup? | 27 |
| No-winner, no-loser situation | 29 |
| It's no loss | 16 |
| Endgame result, sometimes | 25 |
| Draw on a board | 15 |
| Chess outcome | 13 |
| Took Tal to a tie | 17 |
| Situations with no legal moves | 30 |
| Play halters | 12 |
| Boring partners? | 16 |
| Vapidity | 8 |
| Unoriginality | 13 |
| It may leave a bad taste | 24 |
| Desirable quality of bread for making bread pudding | 51 |
| Blah quality | 12 |
| More hackneyed | 14 |
| Less original | 13 |
| More like day-old bread | 23 |
| Less up-to-date | 15 |
| Not so newsworthy | 17 |
| More rough around the edges, perhaps | 36 |
| More out of date | 16 |
| More musty | 10 |
| Comparatively unoriginal | 24 |
| Not so tasty | 12 |
| Not so new or fresh | 19 |
| Not as original, as jokes | 25 |
| Not as innovative | 17 |
| More platitudinous | 18 |