For something on the casually cool side, choose a white crew-neck t-shirt and navy chinos. Rounding off with burgundy leather desert boots is the simplest way to infuse an added touch of style into your ensemble. In the winter months, when practicality is prized, it can be easy to surrender to a less-than-stylish ensemble. This ensemble, however, is a striking example that you can actually stay cozy and remain equally stylish in the winter months. If you often wonder how to dress as a younger man, this ensemble is a safe option.