Marrying a dark brown plaid blazer and dark brown dress pants is a guaranteed way to infuse personality into your closet. Finishing with a pair of brown leather oxford shoes is the most effective way to inject an extra touch of style into this look. This one is a viable idea if you're piecing together a neat look for transeasonal weather. Interested in outfit ideas for 40-year-old guys? This getup should definitely go to your favorites.