This pairing of a red and navy shirtdress and skinny jeans embodies laid-back cool and stylish functionality. Introduce black leather lace-up ankle boots to the equation to avoid looking too casual. In the colder months, when warmth is crucial, it can be easy to surrender to a less-than-stylish ensemble. But this ensemble is a good illustration that you totally can stay comfy and remain seriously stylish in the colder months.