For a casually cool ensemble, try teaming a black shearling jacket with jeans — these pieces work pretty good together. If you wish to immediately dial down this look with a pair of shoes, complement this getup with a pair of navy and green athletic shoes. With a look like this in your winter sartorial collection, you'll manage to stay snug and look amazing despite the nasty weather. When it comes to casual clothing for men in their 20s, this combo is perfect.