A black shearling jacket and a tan crew-neck sweater are an easy way to introduce a touch of manly refinement into your daily casual wardrobe. Why not take a dressier approach with footwear and complete your getup with a pair of dark brown leather chelsea boots? We love how ideal this getup is to stay warm yet stylish when cold days set it. Interested in dressing ideas for 40-something gentlemen? This getup is great inspiration.