How to be Smarter: In my experience, any 'real' problem always get sympathy and support from those you love. If you are finding it hard to get sympathy from others when sharing your problems, it might be time to ask yourself if what you are complaining about is valid. (A lack of sympathy from others usually means your problems aren't that bad, which is a good thing). How to be Prettier: Dresses and tops with open shoulders really work for me in the summer: breezy enough for hot weather but still providing some arm coverage when transitioning into chilly air conditioning.
How to be (less) Awkward: A way that works when talking through disagreements is to sit across from the person you are upset with, get a bunch of sticky-notes, and pass the notes back and forth with ideas and feelings written on them. You get the benefit of seeing the other person's body language and instant reaction (which you don't get with e-mail), but writing down thoughts can help the impulsive-talkers limit any too-harsh statements, and the shy feel more empowered to speak up via the written word.