For a relaxed casual look, wear a grey turtleneck and black ripped jeans — these pieces work really great together. If you want to effortlessly dress up your getup with one item, why not complement your ensemble with casual boots? Picking out a pulled together getup can be tricky on its own. Add below-freezing temps into the equation, and the whole thing becomes even more difficult. No worries, this here is your winter style inspiration.