My favorite shoe I own and the most versatile shoe imo for my style is the classic Rick Owens Ramones, I have the drkshdw version so a bit cheaper than normal but still.
The coolest shoe to me and the shoe that got me into clothing/shoes all those years back was the Y-3 Qasa High. The most ninja like shoes you can possibly own and nothing else looks like them. Sadly they have a tubular sole so it's kinda hard to drive my car (stick) with them on so I don't wear them out all that much. Still a great shoe!