For an outfit that's worthy of a modern stylish gentleman and effortlessly elegant, consider teaming a light blue dress shirt with navy jeans. Switch up your ensemble by rounding off with a pair of grey suede boat shoes. Can you see how super easy it is to look seriously stylish and stay toasty when colder weather comes, all thanks to ensembles like this one? A great example of how to stay fashionable and look age-appropriate.