This laid-back pairing of an overcoat and grey ripped skinny jeans is super easy to pull together without a second thought, helping you look seriously stylish and ready for anything without spending too much time digging through your closet. Complete this getup with chelsea boots for an element of sophistication. In the winter months, when functionality is the priority, it can be easy to surrender to a less-than-stylish look in the name of functionality. But this look is a shining example that you totally can stay warm and remain equally stylish in the winter months. How's that for style inspo for 20-something casual dressing?