Go all out in a grey suit and a white and black vertical striped dress shirt. Introduce black leather loafers to the equation to pull your full ensemble together. During winter, when warmth is key, it can be easy to settle for a less-than-stylish look. However, this look is a clear example that you totally can stay comfy and remain stylish during winter. If you frequently wonder how to dress appropriately for your age while looking fashionable, this pairing is a wonderful example.