Go for a navy bomber jacket and grey wool chinos to feel instantly confident in yourself and look laid-back and cool. For something more on the casually edgy end to complement your outfit, complement this getup with navy canvas low top sneakers. In the winter season, when practicality is critical, it can be easy to surrender to a less-than-stylish look in the name of practicality. This look, however, is a vivid example that you can actually stay snug and remain equally stylish in the winter season. A nice outfit to demonstrate the world your newfound maturity.