If you feel more confident wearing something comfortable, you'll like this laid-back pairing of a tan shirt jacket and a long sleeve t-shirt. Let your styling savvy truly shine by rounding off this getup with a pair of tan suede desert boots. Can you see how super easy it is to look stylish and stay comfy come chillier days, thanks to this getup? Gents who are curious how to dress fashionably as you age into your 40s, you have your answer.