Additional definitions for 'sail close to the wind':
|sail close to the wind||To behave in a manner that is on the verge of being dangerous, improper or illegal|
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"sail close to the wind." Phrases.net. STANDS4 LLC, 2018. Web. 21 Oct. 2018. <https://www.phrases.net/phrase/sail-close-to-the-wind_14713>.