Exhibit your prowess in menswear styling by marrying a brown shearling jacket and navy jeans for a relaxed combination. Dress down your getup by sporting a pair of beige canvas low top sneakers. In the winter season, when functionality is paramount, it can be easy to surrender to a less-than-stylish ensemble. But this ensemble proves that you can actually stay comfortable and remain equally stylish in the winter season. And if we're talking casual dressing ideas for 30-something Millennial gentlemen, this combination is perfect.