A charcoal plaid wool shirt jacket and dark green corduroy chinos are totally worth being on your list of indispensable casual styles. When in doubt as to what to wear in the footwear department, go for a pair of black leather desert boots. When you're having one of those gloomy fall days, sometimes only a kick-ass outfit like this one can get you to face the outside world. This one is a stylish yet age-appropriate pairing for young gents.