Going out during the winter is hard work. And let's be real; all we really want to do is stay at home, hibernate, watch Netflix, and order take-out. But on those occasions when our friends convince us to go out to that hottest new dinner spot or grab drinks at a cool new bar, picking the right look is just another barrier to our desire for socialization. Abandoning the sweatpants and slippers in favor of mini dresses and heels is never easy, so finding that semi-comfortable transitional look is key. Swap out your mini dress in favor of a cool leather skirt, which still looks nice and occasional-appropriate when layered with an oversized sweater (for comfort and warmth) on top. Instead of your usual killer stilettos, opting for heeled over the knee boots makes a serious statement, but actually keeps you covered up and gives your tired feet a bit more support. Throw on a denim jacket to add another casual element, but dress up the look for a nicer occasion with some statement jewels, like this crystal choker.