For a look that's very easy but can be worn in a ton of different ways, opt for a black denim jacket and black chinos. And if you want to instantly up the ante of your outfit with shoes, complete this getup with a pair of brown suede chelsea boots. Dressing smartly is the key to surviving below-freezing temps, but this look is a clear example that you can achieve this with style. Wear this combination to put together a more conservative look as a 30-year-old guy.