I don't view navy adelaides as impossible to wear. I had several reasons for buying them, but filling a hole in my wardrobe was not one of them. I had and have no need for those as part of an outfit, no. But to go from there to criticizing someone for owning them would, in my opinion, take it too far.
But yes, your point is taken that it illustrates a divide. I, like many others who come to this forum, I am sure, can buy a piece of clothing just because I want to own it and not feel bad about it. I can also feel some pleasure, even if only a small amount, in supporting artisans or brands that I admire. I imagine there is a range of motivations among the members of this board, and that 'figure out how not to look like a newb' is not the only one.
Not only that, but I honestly think you can pull off those navy adelaides just fine in the right context.
I have read that navy shoes were often paired with navy suits previously. I don't see why you can't go "all in" on a navy. They also seem like they would be exactly the type of "fancier" shoes that would suit a men's wear outfit for evening entertainment and fun.
Sometimes we buy shoes for fun occassions, not just for work.