Reach for a black suit and a scarf to assemble a daily outfit that's full of style and personality. Bump up your whole outfit by slipping into black leather chelsea boots. During the winter months, when comfort is imperative, it can be easy to settle for a less-than-stylish outfit. However, this outfit is a striking example that you can actually stay comfy and remain equally stylish in the winter months. When it comes to outfit ideas for men in their 40s, this getup looks great on most men.