| "Wink, wink" gesture | 30 |
| "Winner takes ___" | 28 |
| "Winner ___" | 22 |
| "Winner ___," 1975 film | 33 |
| "Winner" in a 1948 headline | 37 |
| "Winner" in a famous 1948 headline | 44 |
| "Winnie --- Pu" | 25 |
| "Winnie the Pooh and Tigger ___" | 42 |
| "Winnie the Pooh" character | 37 |
| "Winnie the Pooh" writer | 34 |
| "Winnie __ Pu" | 24 |
| "Winnie __ Pu": Latin version of a Milne work | 55 |
| "Winnie ___ Pooh" | 27 |
| "Winnie ___ Pu" | 25 |
| "Winnie ___ Pu" (Latin version of Milne's classic that became a bestseller in 1960) | 97 |
| "Winnie ___ Pu" (Latin version) | 41 |
| "Winnie ___ Pu": Lenard | 33 |
| "Winnie ___ Pu," Lenard book | 38 |
| "Winnie ___" | 22 |
| "Winnie ___" (Wiley Post's plane) | 47 |
| "Winnie _____ Pu" | 27 |
| "Winnie-the-Pooh" author | 34 |
| "Winnie-the-Pooh" baby | 32 |
| "Winnie-the-Pooh" character | 37 |
| "Winnie-the-Pooh" donkey | 34 |
| "Winnie-the-Pooh" marsupial | 37 |
| "Winnie-the-Pooh" writer | 34 |
| "Winnie-the-Pooh" young 'un | 41 |
| "Winnie-the-___" | 26 |
| "Winnie-the-___": Milne | 33 |
| "Winning ... __ all-the-time thing": Lombardi | 55 |
| "Winning Bridge Made Easy" author | 43 |
| "Winning the Future" author Gingrich | 46 |
| "Winning the Losing Battle" author LeShan | 51 |
| "Winning __ everything" | 33 |
| "Winning ___ everything ..." | 38 |
| "Winning ___ everything!" | 35 |
| "Winning ___ everything" | 34 |
| "Winning ___ everything, it's the only thing!" | 60 |
| "Winning ___ everything, it's the only thing" (quote attributed to Vince Lombardi) | 96 |
| "Winning" has three | 29 |
| "Winter Light" director | 33 |
| "Winter of Artifice" author | 37 |
| "Winter of Artifice" novelist | 39 |
| "Winter of Artifice" writer | 37 |
| "Winter Song" musician | 32 |
| "WINTER Wonderland" clergyman | 39 |
| "Winter's Bone" drug | 34 |
| "Winter's Bone" heroine ___ Dolly | 47 |
| "Winter's cold, spring ___" "Satellite" lyric | 69 |
| "Winter's Tale" author | 36 |
| "Winter's Tale" lord | 34 |
| "Winter's Tales" author Dinesen | 45 |
| "WINTERgreen for President" musical | 45 |
| "Winterset" author | 28 |
| "Winterset" hero | 26 |
| "Winterset" playwright | 32 |
| "Wintry mix" stuff | 28 |
| "Win___, lose . . . " | 31 |
| "Wipeout" airer | 25 |
| "Wir leben Autos" sloganeer | 37 |
| "Wir," objectively | 28 |
| "Wireless for All" company | 36 |
| "Wisdom is ___": Swift | 32 |
| "Wisdom never lies" source | 36 |
| "Wise Blood" author | 29 |
| "Wise men learn much from ___": Aristophanes | 54 |
| "Wise up!" | 20 |
| "Wise" bird | 21 |
| "Wise" hooter | 23 |
| "Wise" one | 20 |
| "Wiseguy" actor Ken | 29 |
| "Wiseguy" star Ken | 28 |
| "Wiseguy" star Ray | 28 |
| "Wiseguy" writer Nicholas | 35 |
| "Wish I'd remembered my hat" | 42 |
| "Wish me luck!" | 25 |
| "Wish Tree" installation artist | 41 |
| "Wish you --- here" | 29 |
| "Wish you were here" medium | 37 |
| "Wish you were here—__ were there" | 48 |
| "Wish You Were ___" | 29 |
| "Wish you __ here!" | 29 |
| "Wish you __ here" | 28 |
| "Wish you ___ here!" | 30 |
| "Wish You ___ Here" (1975 Pink Floyd album) | 53 |
| "Wish-you-were-here" medium | 37 |
| "Wishin' and ___" (Dusty Springfield single) | 58 |
| "Wishing Well" singer Terence Trent ___ | 49 |
| "Wishing Well" Terence ___ D'Arby | 47 |
| "Wishing Will Make ___" | 33 |
| "Wishing won't make __" | 37 |
| "Wishing won't make ___" | 38 |
| "Wit" or "Doubt" | 36 |
| "Witch of Wall Street" Green | 38 |
| "Witch World" author Norton | 37 |
| "Witch's Hat" on the road | 39 |
| "Witchcraft" singer | 29 |
| "Witches' Dance" composer Niccolo | 47 |
| "Witchy Woman" group | 30 |