Wearing shorts during the winter months can sometimes be a challenge. But who says you have to sacrifice warmth for style. Wear shorts with cashmere blend leggings or tights and tall boots that are sweater lined to provide warmth without bulk. A shearling lined leather jacket atop a cotton turtleneck will keep you nice and toasty when you are outside without making you extremely hot when you come in from the cold. The sleekness of the satchel gives the ensemble a feminine touch and complete your look with oversized mirror aviator sunglasses.