If you feel more confident in comfy clothes, you'll fall in love with this laid-back combo of a shearling jacket and leggings. A pair of tan nubuck lace-up flat boots is a smart pick to complement your outfit. In the winter season, when warmth is critical, it can be easy to settle for a less-than-stylish outfit. This outfit, however, proves that you can actually stay toasty and remain absolutely stylish at the same time during the winter season.