Extra stylish and comfortable, this relaxed pairing of an olive long sleeve shirt and a crew-neck t-shirt will provide you with variety. Infuse a dash of sophistication into this outfit by wearing brown suede casual boots. During the winter season, when warmth is essential, it can be easy to surrender to a less-than-stylish look. But this look is a striking example that you can actually stay cozy and remain stylish during the winter season. This pairing shows that as a 30-something man, you have a vast array of outfit options.