This combination of a navy plaid overcoat and black skinny jeans is effortless, seriously stylish and extremely easy to imitate. If you want to break out of the mold a little, introduce dark brown suede chelsea boots to the equation. So if you're after a neat winter-to-spring look, look no further. As a 30-something Millennial guy, you want to start dressing more maturely. In this case, ensembles like this prove useful as a source of inspo.