Why not team a dark brown crew-neck t-shirt with sports shorts? Both items are super comfortable and look good worn together. And if you want to immediately perk up your look with footwear, complete your getup with black canvas low top sneakers. This outfit is a winning option if you're hunting for a great, season-appropriate outfit. Those who wonder whether you can still wear edgy off-duty dressing as you reach your 40s, this combination should answer your question.