Make a jaw-dropping entrance anywhere you go by wearing a shirt jacket and a long sleeve shirt. For something more on the daring side to finish off your outfit, add a pair of brown leather work boots to the mix. Off-duty outfits for 40-something guys aren't actually that hard, as you see here.
This combo of a shirt jacket and a long sleeve shirt is a never-failing option when you need to look casually classic in a flash. Infuse a sense of stylish nonchalance into this ensemble by wearing a pair of black suede work boots. This pairing shows how to look stylish as you move into your 40s.