Keep your cool (or warmth as the case may be) with layers that complement your outfit.
Nothing says feminine and sexy like a good classy dress.
With a few well fitting and comfortable pants and skirts, I honestly feel like I can take on the world.
One thing with me, when I get a good pair of loafers or boots, I will wear them down to the ground. This is an area where comfort and functionality are more important to me than having new shoes for every outfit.