I have extremely fussy feet too, and I often buy different colors of the same style shoe.
I'm torn about it. On the one hand, I'm not someone who needs a lot of variety in my outfits. I like to find something that works, and be done. Every so often, though, it does feel like I'm wearing the same thing all the time, and I think it comes from the duplicates.
It doesn't bother me quite as much with shoes. Usually they're hidden under my bootcuts (I don't wear skirts, straight legs or skinnies, which all show much more of the shoe) so it's not as important.
I don't think it's a bad thing to do, as long as don't think you'll be bored with the lack of variety.