So I'm thinking back to the old Medabots RPG where they have a "lol Ikki has to wear a dress so he can sneak into some place" thing. I ended up being okay with it because of one little touch
at the end of the quest; you get a dialogue choice of Ikki saying he actually likes wearing it. And so you can just keep it
and wear it for the rest of the game if you feel like it. And the only special npc interactions for it I can remember are people complimenting Ikki on it.
@badwrongfun This please. holy shit this. I mean I know in the original game Cloud DOES keep the dress, undergarments, wig, jewelry and perfume (if you collect them all, he only keeps what he picked up obviously because they're key items, but still) but nobody comments on it or mentions it after that and it's just... aw c'mon :< let Cloud dress pretty again.