drill (someone) (with questions)

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drill (someone) (with questions)

To intensely or vigorously interrogate someone. My parents wouldn't stop drilling me with questions as I was heading out the door—I thought I'd never be able to leave! Would you stop drilling me? I don't know where he is!
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Farlex Dictionary of Idioms. © 2022 Farlex, Inc, all rights reserved.
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References in classic literature ?
I drilled him as represent- ing in turn all sorts of people out of luck and suffering dire privations and misfortunes.