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. (The second of the two options mentioned is probably preferable unless you really want to hurt the MC, I'd guess.)
Yeah, the MC's manager and her superiors are still trying to force the MC down a stereotypical sissy path, so they may be forced into sissified clothing for the occasional event, like the first office party. But outside of that you have options.
The manager's comments about the MC's clothing being unsuitable if you've gone with bolder options will continue for a while, but she'll come to accept it eventually (I don't know and haven't checked if that's governed by overall game progress or increasing your Dominance stat or both).