This research, as a study of the documentary records, examined the process of men`s wear development year by year, looking into the newspapers which show objectively social phenomena in those days. The outcomes therefrom were classified according to the important factors of dress and ornaments` modeling i. e. style, color, pattern, material, ornamentation method. And then, the process of men`s wear transition was analyzed based on the aforesaid examination with its classification. The above analyses revealed that a transition of a dress and ornaments closely correlates with a social and cultural change and also meant that the dress and ornaments symbolizes the social phenomena in those days. Thanks to the holding of Seoul Olympic Games in 1988, Korean society had tremendously grown with rapid changes in its politics, economy and culture. Also, men`s wear type became innovative, breaking from the existing orthodox one due to the transition of men`s viewpoints on value and their lives` style.