Consider wearing a biker jacket and black jeans to achieve a casually stylish outfit. Complement your ensemble with a pair of black leather chelsea boots to make the outfit a bit dressier. Definitely a safe choice when it comes to dressing ideas for over-40 guys.
Team a biker jacket with black jeans to pull together an everyday ensemble that's full of charm and personality. Balance out this ensemble with a more elegant kind of footwear, such as these black leather derby shoes. This combo illustrates that dressing well as you get into your 40s is easier than one might think.