If it's ease and practicality that you love in menswear, try pairing a navy crew-neck sweater with a long sleeve shirt. If you wish to immediately dress up your ensemble with footwear, why not complement your look with dark brown leather tassel loafers? In winter, when comfort is everything, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. This ensemble, however, is a good illustration that you totally can stay comfy and remain equally stylish in winter. This pairing is the perfect answer to the question of how to dress as you get into your 40s.