So as you can see, it doesn't require that much effort for a man to look casually smart. Try teaming a charcoal blazer with a long sleeve shirt and you'll look amazing. A pair of black leather double monks instantly ramps up the style factor of any ensemble. As we all know, the key to getting through the hottest time of year is dressing in light and breezy looks like this one. And if we're talking outfit ideas for 40-something men, this getup looks cool on almost anyone.