A shawl cardigan and navy jeans? It's an easy-to-wear outfit that any guy could wear a variation of on a day-to-day basis. If you want to easily kick up this outfit with a pair of shoes, complete your ensemble with brown dress boots. So as you can see, this getup is a really smart idea, especially for awkward transition weather, when the mercury is starting to drop. This ensemble proves that figuring out how to dress stylishly as a 30-something gent is easier than one might think.