The purpose of this study is to investigate deconstructive trends of the street fashion in the 1990s spring/summer(S/S) Collections. This study was carried out by both the qualitative analysis and the quantitative analysis. In the qualitative analysis, the important street fashion was grouped and deconstruction was sampling of category. In the quantitative analysis, it took frequency, percentage and $chi$$^2$-test. The results of the quantitative analysis are as follows: 1. "N대-Hippie/Grunge" has been most popular street fashion through the 1990s. The next is "Sportive Casual". 2. According to "deconstructive inner meanings", there are significant differences between the S/S street fashion in the 1990s. In "N대-Mods/Jazz" style, "Sportive Casual style" and "Technos/Cyber-punk" style, "Intertextuality" is high. In "N대-Hippie/Grunge" style, "Exhibition of Otherness" is high. 3. According to the "deconstructive outer description", there are also significant differences between the S/S street fashion in the 1990s. But, In "Neo-Mods/Jazz" style, "Not Included" is high, which means the "N대-Mods/Jazz" isnt related to the "deconstructive outer description". In "N대-Hippie/Grunge" style, "Poverty.outworn" is high. In "Sportive Casual", "Exposure" is high. In the "Technos/Cyber-punk", "Destruction.Division" is high.