Go for a pared down yet cool and casual outfit by pairing a charcoal blazer and charcoal cargo pants. You can take a classic approach with footwear and complete your look with a pair of double monks. During the winter season, when warmth is paramount, it can be easy to settle for a less-than-stylish look. However, this look is a bright example that you totally can stay warm and remain stylish in the winter season. Good-looking and age-appropriate for a gentleman in his twenties, an outfit like this will help outshine any of your peers.