You'll be surprised at how easy it is for any man to put together this casually smart outfit. Just a grey suit and a white long sleeve t-shirt. In the footwear department, go for something on the laid-back end of the spectrum and round off your look with a pair of white leather low top sneakers. Seeing as temps are dropping, this outfit is a wonderful pick for the season. So if you're searching for dressing tips for over-40 guys, this pairing is definitely worth saving for later.