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to give no leeway; to press (for an answer, etc.); to shower (questions on someone)
検察官は証人に畳み掛けた。
The prosecutor pressed the witness.
記者たちは質問を畳み掛けている。
The reporters are showering them with questions.
熟練のインタビュアーは畳み掛けるべき時を知る。
A skilled interviewer knows when to press.