This combo of a shearling jacket and skinny jeans makes for the perfect foundation for a countless number of dapper looks. Black suede chelsea boots are an easy way to punch up this outfit. During the winter months, when warmth is prized, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. However, this ensemble is a striking example that you totally can stay snug and remain equally stylish in the winter months. If you're often not sure how to dress age-appropriately but also look fashionable, this ensemble is a practical illustration.