Go for a pared down but at the same time casually stylish outfit marrying an olive bomber jacket and a grey crew-neck t-shirt. To give your overall look a more relaxed spin, why not complete your ensemble with a pair of white canvas high top sneakers? This outfit is a pretty savvy idea, especially for autumn, when the temps are starting to drop. Those who are curious whether you can still sport cool off-duty outfits as you pass the big four-oh, this outfit should answer your question.