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I think 僕 is not very respectful (to the listener). It's not exactly rude (you can use it with です・ます, after all) but it's a little relaxed. So, if you are using 尊敬語 or 謙譲語 to show respect to the listener, then I think 僕 does not fit (normally you'd be using 私{わたくし} or some more relevant term like 弊社). However, if you're using 尊敬語 to show respect to some ...


お(連用形)なさい sounds more forceful and old-fashioned than お(連用形)ください and you can't use お(連用形)なさい in general to social superiors while you can do the latter. As for ~ませ, an employee in a shop is likely to use it to the customer.

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