This study attempted to make a comparative investigation into architecture and fashion. It was intended to grasp the contemporary meaning of fashion expressed in fashion by investigating the image of lightness expressed in contemporary fashion. With the increasing trend of the characteristics of lightness over the whole field of contemporary design, this study took an opportunity to probe its understanding and a desirable direction of expression. The study results were summarized as follows: First, flexibility conveys comfortableness and lightness that makes people feel wear no costume in a soft and flowing style. This phenomenon is thought to express the desire to depart from the dismal and heavy ideology of the past times. Second, lightness is expressed as the virtual transparency felt from what is spatial. It shows a sense of openness while removing the internal and external boundary. Third, liberalness expresses the unfettered consciousness of freedom by expressing an open, free image through free, thin and transparent fashion.