Let's be honest, there's something about a girl who looks hot in menswearâ€”Teyana Taylor in Jordans; Ciara in fitted caps; Cassie in, well, everything. And it turns out, there are plenty more women who manage to look sexy in men's clothes. Some wear suits, others rock streetwear, but they all look incredibly good either way. See the tomboys who do it best. Drop everything and click through the 25 Hot Women Who Dress Like Men.