For an ensemble that's city-style-worthy and effortlessly sleek, pair a dark brown wool blazer with a navy denim shirt. Complement this ensemble with a pair of blue athletic shoes to effortlessly step up the wow factor of this ensemble. Seeing as it is getting colder with each day, this ensemble seems a viable option for the transitional season. Sartorial inspiration like this will help you remain seriously stylish as you move through your 20s.