This laid-back pairing of an olive military jacket and navy jeans is very easy to put together in next to no time, helping you look amazing and ready for anything without spending a ton of time going through your closet. Change up your look by finishing off with dark brown leather casual boots. With springtime in the air, it's time to make space for simple and on-trend combinations, just like this one. Casual outfits for middle-aged men aren't actually that hard, as you see here.