For a cool and casual ensemble, make a navy and white plaid flannel long sleeve shirt and black jeans your outfit choice — these two items work really well together. To introduce some extra flair to your ensemble, complement your ensemble with a pair of black leather derby shoes. Piecing together a standout look can be a bit challenging on its own. Enter extra cold temps into the equation, and the whole thing becomes all the more difficult. Fear not, this here is your wintry inspo. Wondering what clothing is appropriate as you pass the big 3-0? This combination is an amazing example.