This combo of a brown plaid blazer and a light blue dress shirt couldn't possibly come across other than devastatingly stylish and casually sleek. When this outfit is just too much, dress it down by finishing off with dark brown suede desert boots. During the colder months, when warmth is the priority, it can be easy to surrender to a less-than-stylish getup in the name of practicality. This getup, however, is a clear example that you totally can stay comfortable and remain equally stylish in the colder months.