| Text | Length |
| Wimbledon uprights | 18 |
| Wimbledon V.I.P. | 16 |
| Wimbledon venue | 15 |
| Wimbledon venues | 16 |
| Wimbledon wallop | 16 |
| Wimbledon winner | 16 |
| Wimbledon, for one | 18 |
| Wimp's coat? | 16 |
| Wimp's cousin | 17 |
| Wimp's lack | 15 |
| Wimple wearer | 13 |
| Wimple wearers | 14 |
| Wimpled woman | 13 |
| Wimpled women | 13 |
| Wimpole St. name | 16 |
| Wimps' cousins | 18 |
| Wimpy and Stimpy | 16 |
| Wimpy cartoonist | 16 |
| Wimpy doughboy? | 15 |
| Wimpy friend? | 13 |
| Wimpy ghosts? | 13 |
| Wimpy's creator | 19 |
| Wimsey products? | 16 |
| Win 4 out of 4 | 14 |
| Win a debate | 12 |
| Win a promotion | 15 |
| Win a series | 12 |
| Win acceptance | 14 |
| Win affection | 13 |
| Win all the games | 17 |
| Win all the prizes? | 19 |
| Win alternative | 15 |
| Win an eye battle | 17 |
| Win and place bet | 17 |
| Win and rub it in | 17 |
| Win approval | 12 |
| Win at a game | 13 |
| Win at an auction | 17 |
| Win at chess | 12 |
| Win at jousting | 15 |
| Win at rummy | 12 |
| Win at ___ cost | 15 |
| Win back, as losses | 19 |
| Win back, as trust | 18 |
| Win by a mile | 13 |
| Win by a nose | 13 |
| Win by a ___ | 12 |
| Win by a ____ | 13 |
| Win by effort | 13 |
| Win by guile | 12 |
| Win by _____ | 12 |
| Win decisively | 14 |
| Win every game | 14 |
| Win every match | 15 |
| Win for Fischer | 15 |
| Win for Kasparov | 16 |
| Win going away | 14 |
| Win in a big way | 16 |
| Win in a runaway | 16 |
| Win in a walk | 13 |
| Win in an upset | 15 |
| Win in jousting | 15 |
| Win the bread | 13 |
| Win the debate with | 19 |
| Win the favor of | 16 |
| Win the gold | 12 |
| Win the heart of | 16 |
| Win the jackpot | 15 |
| Win the lottery? | 16 |
| Win the love of | 15 |
| Win the pie contest | 19 |
| Win the support of | 18 |
| Win them all | 12 |
| Win three of three | 18 |
| Win unexpectedly | 16 |
| Win while wrestling | 19 |
| Win with difficulty | 19 |
| Win with ease | 13 |
| Win __, lose ... | 16 |
| Win ___ nose | 12 |
| Win ___ walk | 12 |
| Win's opposite | 18 |
| Win, as a job | 13 |
| Win, as rewards | 15 |
| Win, at an auction | 18 |
| Win, WWF style | 14 |
| Win-and-place wager | 19 |
| Win-win solutions | 17 |
| Win-win transaction | 19 |
| Win. follow-up | 14 |
| Winans of gospel | 16 |
| Wince or flinch | 15 |
| Wince, for instance | 19 |
| Winchell, for one | 17 |
| Winchester product | 18 |
| Winchester weapon | 17 |
| Winchester weight | 17 |
| Winchester wielders | 19 |
| Winchester, e.g. | 16 |
| Winchester, for one | 19 |
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