This pairing of a black crew-neck sweater and grey chinos is solid proof that a pared down casual look can still look really sharp. Make a bit more effort with shoes and introduce a pair of beige suede chelsea boots to your getup. During winter, when comfort is everything, it can be easy to settle for a less-than-stylish look in the name of practicality. But this look proves that you can actually stay comfy and remain stylish at the same time during winter.