We're all in search of practicality when it comes to styling, and this city casual pairing of an olive short sleeve shirt and a crew-neck t-shirt is an amazing example of that. All you need now is a pair of white canvas low top sneakers. As you can see, this getup is a really savvy pick, especially for transeasonal weather, when the temperatures are dropping. Relaxed casual outfits for 40-something men aren't actually that hard, as you see here.