This pairing of a red and black gingham long sleeve shirt and black chinos is super easy to throw together and so comfortable to work throughout the day as well! Ramp up the fashion factor of this getup by rounding off with a pair of black leather double monks. So as you can see, it's super easy to look sharp and stay comfortable come chillier weather, thanks to this outfit. Good-looking but also age-appropriate, an ensemble like this will help upstage any of your younger fellows.