If you’re very serious about simplicity, here is another fashion option you might want to consider.
A wealthy Wall Street financier is reputed to have developed the simplest wardrobe of all: he has half a dozen copies of one exquisitely tailored black three-piece suit, a couple of identical white shirts and silk ties, and a couple of pairs of black shoes. That’s it. Year in and year out that’s all he ever wears. His reasoning is that he has enough decisions to make each day without having to worry about what to wear too.
Think about it. This, or your own variation of this idea, could really simplify your life.