This combo of a white and red vertical striped blazer and charcoal chinos looks polished, but in a modern way. Complement your look with beige leather loafers to make the look slightly more sophisticated. Can you see how extremely easy it is to look stylish and stay warm when chillier days are here, all thanks to looks like this? When it comes to dressing ideas for 40-year-old men, this outfit is a good look on most gentlemen.