For a casually stylish look, consider teaming a dress shirt with black ripped skinny jeans — these two items play really well together. Olive lace-up flat boots are a fail-safe way to bring a touch of stylish effortlessness to this look. In the colder months, when warmth is paramount, it can be easy to surrender to a less-than-stylish look. But this look is a vivid example that you totally can stay snug and remain chic during the colder months.