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Could I say like this:

A boss could order his subordinate in either authority and serious way or polite and friendly way or even joking and intimate way.

By the way, should I insert an "a" before three kind ways?

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  • authority is a noun, not an adjective. You should use the adjective "authoritative" instead.

  • each "X and Y way" should be preceded by "a", as you suspected in your question.

    A boss could order his subordinate in either an authoritative and serious way or a polite and friendly way or even a joking and intimate way.

When making a list of three or more things, it's typical to use commas and only a final preposition.

A boss could order his subordinate in either an authoritative and serious way, a polite and friendly way, or even a joking and intimate way.

However, be sure to note that:

  • it's not clear to me that this rule really improves readability in this case; it may be more readable (but less formal) using "... or ... or ..."
  • "either" is typically used with only two options, though it may be informally used with more
  • this sentence is quite long and has a lot of many conjunctions. It's grammatically correct, but you could make it easier to read by...

    • using only one adjective per phrase

      A boss could order his subordinate in an authoritative way, a polite way, or even a joking and intimate way.

    • setting the last phrase apart with an em dash (informally written on computers as a double-dash)

      A boss could order his subordinate in either an authoritative and serious way or a polite and friendly way -- or even in a joking and intimate way.

    • using "either in ... or in ..." to help mark the start of a new phrase

      A boss could order his subordinate either in an authoritative and serious way, in a polite and friendly way, or even in a joking and intimate way.

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