For many, clothing is a necessity, not something to indulge in or fret over. A limited, well chosen wardrobe can work for so many.
I am in your camp, not necessarily dresses, but a more casual wardrobe with many different trousers, tops, jackets and shoes. I don't want limitations! I see something I fancy at a shop and I manage to somehow fit it into my wardrobe. It could be seen as some as wasteful, but I would feel very limited with such a narrow amount of clothing as your friend.