As more our society express their interests in strong and independent women on the onset of the 21st century when source of power shifts to knowledge and information, women with economic power are increasing in number, which is because demands for delicacy and objective Judgment known as unique qualities of woman who was deemed to be inferior to man in the past century are now in the rise in many professional sectors. The shift in public awareness of female image and capability is also being manifested recently by a new fashion style named New Women Power Dressing. Comparing the so-called new power dressing style with the female yuppie fashion of the 80s known to have marked the beginning of female power dressing, this study aims to define the uniqueness of women power dressing style of today, reanalyze the fashion style of today in reference to its predecessors and predict new fashion trend for the futurr. As a conclusion, both of the female yuppie style of the 80s and the new power dressing trend of the 2000s were found to stress manliness and showoff. Such characteristics were expressed in terms of focuses on both fitness and fashion style. However, the female yuppie look of the 80s and its successor of the 2000s showed significant difference in what they were intended to signify internally and how they were displayed externally.