I don't know about this.
I think most of the gear in FFXIV is quite harmonic, so players can wear a combination-ensemble and still look okay in it. Pugilists are the only ones who have it rough: the uglier they dress, the stronger they are.
My point is: is this really necessary?
I think it wouldn't make sense to be able to wear chain-mail and then mask it with a bikini or something. So one restriction I would suggest is that you can only mask a piece of gear with a relevant alternative. For example, if implemented, one set of robes could only be masked by another set of robes; one type of chain mail could only be masked by another type of chain mail, etc., etc.
It maintains a sense of realism while still giving people more options to dress fashionably.
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