| Like a wet blanket, so to speak | 31 |
| Like a wet dishrag | 18 |
| Like a wet hen | 14 |
| Like a wet lawn at dawn | 23 |
| Like a wet Nerf ball | 20 |
| Like a wet noodle | 17 |
| Like a wet rag | 14 |
| Like a wetland | 14 |
| Like a whimsical remark | 23 |
| Like a whiny voice | 18 |
| Like a whip? | 12 |
| Like a whisperer's breath | 29 |
| Like a whistle? | 15 |
| Like a whistling teakettle | 26 |
| Like a white Bengal tiger | 25 |
| Like a white rat | 16 |
| Like a whiteboard | 17 |
| Like a whiz | 11 |
| Like a whiz kid | 15 |
| Like a whole lot | 16 |
| Like a whooping crane | 21 |
| Like a whooping crane: Lat. | 27 |
| Like a wicker basket | 20 |
| Like a widow's mite | 23 |
| Like a wild animal | 18 |
| Like a wild horse | 17 |
| Like a William Safire piece | 27 |
| Like a willow | 13 |
| Like a win-win situation | 24 |
| Like a wind-turbine generator | 29 |
| Like a windbag | 14 |
| Like a winding road | 19 |
| Like a windless windsock | 24 |
| Like a windmill | 15 |
| Like a window | 13 |
| Like a windpipe | 15 |
| Like a Windsor tie | 18 |
| Like a windy day | 16 |
| Like a wing | 11 |
| Like a wing-shaped PArt | 23 |
| Like a winked agreement | 23 |
| Like a winner | 13 |
| Like a winning team | 19 |
| Like a winning X Games trick, maybe | 35 |
| Like a winter in Siberia | 24 |
| Like a winter scene | 19 |
| Like a winter sky | 17 |
| Like a winter wind | 18 |
| Like a winter wonderland | 24 |
| Like a wise guy? | 16 |
| Like a wisecrack | 16 |
| Like a wisenheimer | 18 |
| Like a witch's eye | 22 |
| Like a witch's hat | 22 |
| Like a witch's nose | 23 |
| Like a woefully weak excuse | 27 |
| Like a wolf | 11 |
| Like a wolf's howl | 22 |
| Like a wolf's snarling mouth | 32 |
| Like a wolfman | 14 |
| Like a woman in a Roy Orbison classic | 37 |
| Like a woman taking a pregancy test, often | 42 |
| Like a Wonderland tea party | 27 |
| Like a woodland | 15 |
| Like a woodshop floor | 21 |
| Like a woodwind timbre | 22 |
| Like a wool supplier | 20 |
| Like a word of mouth | 20 |
| Like a workaholic's workday? | 32 |
| Like a worker bee | 17 |
| Like a working stiff | 20 |
| Like a workplace slacker, maybe | 31 |
| Like a World Cup crowd | 22 |
| Like a world revolution | 23 |
| Like a world-famous office | 26 |
| Like a worn LP | 14 |
| Like a worn tire | 16 |
| Like a worn-out maxim | 21 |
| Like a worrier's brow | 25 |
| Like a worst-case scenario | 26 |
| Like a worthy watchdog | 22 |
| Like a wounded Viper? | 21 |
| Like a wrung-out dishrag | 24 |
| Like a wuss | 11 |
| Like a yahoo | 12 |
| Like a yak's coat | 21 |
| Like a yellow banana | 20 |
| Like a yellow polka dot bikini in a 1961 #1 hit | 47 |
| Like a yellow polka dot bikini in a 1961 No. 1 hit | 50 |
| Like a yenta | 12 |
| Like a yes-man | 14 |
| Like a zebra | 12 |
| Like a zero | 11 |
| Like a zero-charged battery | 27 |
| Like a Ziegfeld girl | 20 |
| Like a ziggurat | 15 |
| Like a Zollner illusion | 23 |
| Like a zoo | 10 |
| Like a zoo animal | 17 |
| Like a zoot suiter | 18 |