This pairing of a grey houndstooth blazer and a light blue dress shirt comes to rescue when you need to look truly sharp. Introduce a pair of brown leather tassel loafers to this outfit for an added touch of style. During the winter season, when functionality is top priority, it can be easy to surrender to a less-than-stylish outfit. However, this outfit is a bright example that you can actually stay toasty and remain stylish at the same time in the winter season.