Clothes are mainly there to prevent nakedness and maybe provide some protection when I fall off whatever and slide down the road. Style is a distant to non existent concern, though if I look deep down inside then if I look like I should be invading Africa or robbing a tomb then so much the better.
Still I like hard wearing cargo trousers -- pockets are good things (holds keys, wallet, torch, knife, tools, bags for the dog, coins, maps...) and a button up shirt. For belts I like military/skateboarder style infinitely adjustable ones rather than holes. My being a tart/having a tendency to get set on fire means given even the vaguest chance I will have natural fibres (cotton, linen, canvas, jute...) rather than plastic and they come with the added bonus of being able to be sewn back up when I do slide down the road a bit.
Usually have a shemagh/keffiyeh somewhat on me (good for keeping the rain/sun off, or protecting a book I buy one and only have a messenger bag), though commonly around my neck these days just in case I need to go into a shop or something.
Shoes are either skateboard shoes or steel toed boots -- rigger/zip up the side if I have a preference.
Don't need a coat unless I am on a motorbike or the twice a century it gets below -5C. Though have a leather jacket and a few hoodies for when I need even more pockets.