For something more on the casually cool side, try this combination of a charcoal crew-neck t-shirt and olive cargo pants. A pair of black high top sneakers is a tested footwear option here that's also full of character. In winter, when warmth is paramount, it can be easy to settle for a less-than-stylish ensemble. This ensemble, however, is hard proof that you can actually stay snug and remain equally stylish during winter.