For a smart menswear style, pair a long sleeve henley shirt with beige dress pants — these two pieces play really cool together. A pair of white low top sneakers easily turns up the wow factor of your ensemble. And if you're looking for a cool winter-to-spring getup, this one fits the bill. As a 30-something Millennial man, you probably want to start dressing more maturely. In this case, outfits like this are a lifesaver.