This is almost as good as dressing androgynously: baseball caps, baseball tees, varsity jackets and, my favorite, basketball jerseys. As a creature of comfort, I wholeheartedly approve of this trend. I like how a leather cap or a varsity jacket can add a bit of edge to a feminine look, ironic as it is to dress a Bulls jersey up with a blazer. I suppose classics are classics. In the end it’s not what you wear but how you wear it. So as long as you believe you can pull it off, it’ll probably work.