A black leather bomber jacket and a white short sleeve shirt are indispensable menswear staples if you're crafting a casual wardrobe that holds to the highest sartorial standards. If you want to effortlessly polish off this ensemble with a pair of shoes, why not complement this ensemble with a pair of black leather chelsea boots? When you have one of those gloomy autumn days, sometimes only a knockout ensemble like this one can get you to face the outside world.