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3. throw (one's) hat over the windmill

throw (one's) hat over the windmill

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throw (one's) hat over the windmill

To act in a deranged, reckless, or unconventional manner. Refers to the eponymous character of the novel Don Quixote, who tosses his hat over a windmill (which he imagines is a giant) as a challenge to it. Sarah is always trying to buck social conventions, throwing her hat over the windmill whenever possible. I know you like to take risks in business, but don't throw your hat over the windmill.

See also: hat, throw, windmill