This off-duty combination of a grey plaid overcoat and blue jeans is a never-failing option when you need to look stylish but have no extra time. If you want to instantly ramp up your outfit with one item, why not finish off with a pair of black leather derby shoes? When it comes to dressing for transitional weather, nothing beats a cool getup that transitions easily between seasons. This one is a modern and age-appropriate combo for men in their thirties.