This outfit clearly shows that it pays to invest in such menswear pieces as a sweater vest and brown chinos. A trendy pair of beige work boots is an effective way to inject a sense of stylish nonchalance into your outfit. So when summer is fading away and fall is taking its place, you may find this outfit your favorite. As a 30-something Millennial gent, you probably want to start dressing more maturely. In this case, outfits like this are ideal as inspo.