close to the wind UK /ˈkləʊs tə‿ðə ˈwɪnd/US /ˈkloʊs tə‿ðə ˈwɪnd/adverb 2adjective 1forms 2 adverb2 •In a direction almost opposite to that from which the wind is blowing. •(figurative) Near a limit of feasibility or compliance with law or morality.Time you want a real good friend is when you're gone just a bit close to the wind, and want to be set right again. — 1850 adjective1 •(figurative) Near a limit of feasibility or compliance with law or morality.I mean, I shouldn't be altogether flabbergasted if you were to tell me that there had been tax fiddles here, or even something a bit close to the wind where the play and the girls are concerned. — 1983 formscloser to the wind · closest to the wind