Most of us would choose the first woman, because her appearance reflects professionalism and her attitude shows a level of confidence most often displayed by professionals. Though her title is Administrative Assistant, she has the look and behavior of an executive. Companies look for skilled workers and people who will represent the company in a professional manner. If you want to be promoted, make darn sure your skills are what they need to be, get the support of an influential coworker and make sure you look like the new role you are pursuing. There are some great resources to help you in your quest for a more professional look.
Every successful woman knows that knowledge is power.
You may also want to consider visiting an image consultant. What ever you choose, start making those changes today and you will increase your chances for getting that promotion tomorrow.