I just feel its a matter of personal choice of how you want other to perceive you to be. She likes him and wants to get his attention but clothes can either attract the right attention or make someone run a mile. I hope whatever she decided or decides to wear reflects who she truly is and there is or was an happy outcome.
@SDesert33: The gentleman is the shy one but looking at the three now I think you might be right. Number 2 is a good balance of seines and professionalism.