Pair a dark brown biker jacket with dress pants to look refined but not particularly formal. Dark brown canvas espadrilles will add an element of stylish casualness to an otherwise classic outfit. If you're on a mission for a stylish winter-to-spring transition getup, this is it. As you're going from your 20s to your 30s, you want to start dressing like a grown-up. In this case, outfits like this are a foolproof option.