sail close to the wind

Definitions

v. nautical To sail in a direction close to that from which the wind is blowing, but still making headway
v. idiomatic To behave in a manner that is on the verge of being dangerous, improper or illegal

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Three Sheets to the Wind

Common words or phrases of nautical origin that have taken on different or metaphorical meanings. Chained_bear and I tossed a coin over who would make the list. I won (or lost, depending on how you...

scuttlebutt, taken aback, brass monkey, boot camp, clean bill of health, three sheets to t..., the devil to pay, between the devil..., by and large, the whole nine yards, mind your ps and qs, slush fund and 116 more...

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reesetee To do something that is dangerous or just barely legal. A vessel that's sailing close to the wind will sail more slowly and runs the risk of being put about (turned) on the wrong tack by even a slight wind shift. Jan 8, 2008

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‘sail close to the wind’ has been looked up 192 times, added to 1 list, commented on 1 time, and is not a valid Scrabble word.