A navy and white bomber jacket and a blue crew-neck t-shirt are essential in any modern man's great casual collection. If you wish to instantly dress down your look with footwear, why not add black leather high top sneakers to this ensemble? When you have one of those bleak fall days, sometimes only a neat ensemble like this one can get you to face the outside world. You can take inspiration from looks like this if you're approaching your mid-20s and you want to take a more serious direction in your style.