A blazer and white corduroy dress pants are worth adding to your list of bona fide menswear essentials. Dark brown tassel loafers make this look whole. During the colder months, when functionality is critical, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. But this outfit is a practical illustration that you totally can stay cozy and remain equally stylish during the colder months. Wondering how to dress your age in your 50s? This combo is the perfect answer.