A multi colored plaid long sleeve shirt and olive chinos are amazing menswear must-haves that will integrate well within your casual styling repertoire. Balance out your look with a classier kind of footwear, such as this pair of brown leather casual boots. Can you see how extremely easy it is to look sharp and stay warm come colder weather, thanks to this getup? And if we're talking outfit ideas for 40-something gents, this combination looks cool on almost any gentleman.