How to say nakamatsu smiled bitterly at his own stupid question. in Japanese

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nakamatsu ha jibun no tonma na shitsumon ni nigawarai shimashita 。
Grammer form丁寧語 (Polite form)Polite form (teineigo)
convays a sense of politeness, used when speaking to strangers, people older than you, higher social status ect.
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Translation by scott
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