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That's an interesting point. As the game went on I felt the dress up mechanic became more abstract 'gamefied' in my head and separate from the MC telling Asterion what to wear, to the point where I didn't feel it was the MC telling him what to wear.

There a few moments where Asterion is going out at night on his own without the MC where he's presumably dressing himself but still has the option to choose outfits.

I do like the idea of him having more agency with it though. It would be cool if some of the new outfits were introduced as ideas Asterion had on his own, and he's simply anxiously asking the MC for fashion advice. It could co-inside with him using the internet for the first time.