In Chi-town, we can't get away with subtle shoes in the slush. Our winters are long, crazy-cold, and worthy of bragging rights. And they require shoes that really get it. If you, like us, are craving boots that will keep you toasty, but also refuse to sacrifice an inch of style, we suggest clicking through. Fourteen pairs of winter boots that won't feel like nails on a fashion chalkboard await you. We're not about to cover you in faux fur or arctic-grade nylon, but we are going to give you boots that will stand up to a Chicago winter while working seamlessly into your wardrobe. The bonus? They'll look chic in all the other seasons, too
What Is "Pretty Privilege" — & How Does It Affect Trans Women?