For a casually sleek ensemble, pair a shearling jacket with a navy and white long sleeve shirt — these two items work beautifully together. Let's make a bit more effort now and complement your ensemble with a pair of black leather chelsea boots. In the colder months, when practicality is top priority, it can be easy to settle for a less-than-stylish outfit. But this outfit is a good illustration that you totally can stay cozy and remain equally stylish in the colder months. If you're often not sure how to dress in your mid-20s, this combo is a goofproof option.