I'm contemplating reducing the number of shoes in my wardrobe and get rid of a few rarely worn pairs. My questions:

1. Which shoes should belong to a modern, essential wardrobe?
2. Which type of shoe would you pick if you should choose five pairs, regardless of current trends?

I'm anticipating your advice with great interest. Thanks!

ETA: I'm very sorry if this came across as a five shoes only-demand. What I intended to ask about was which five types of shoes, boots and booties you would pick first. My apologies! Gear and extreme weather shoes are of course not included unless that's what you want.