This research is to reveal an aspect of costume culture and a phase of the cloths in the relationship of the Chosun dynasty, by considering the exported goods from the Chosun dynasty of the trading goods derived by the trade diplomacy between the two countries in the Chosun dynasty-Japan relationship in the 15th and 16th. The research findings, by analyzing various literatures and related documents, follow. The research results are as follow. The exchange was the form of presenting a return present in return for a tribute to the Chosun dynasty from the Japanese envoy, which has a polycentric characteristic. Pusanpo, Naipo, and Yumpo were designated as the open ports, which played a pivotal role in the Korea-Japan exchange. The imported goods were somok, peppers, drug-stuffs, gold, bronze, sulfur, etc. The exported goods were books and cloths, such as hemp cloths, cotton cloths, silk, etc. The majority of exported goods was cloths, particularly cotton cloths. Meanwhile, in the 15th and the 16th century, with expanding of active trade towards Japan, the amount of export increased rapidly. As a result of the increase of exporting cotton cloths, the raw cottons production was increased and cotton cloth manufacturing was developed. However, it also expanded a dual structure of cotton cloths between the cotton cloths for exports and the cotton cloths for domestic markets. This dual structure of cotton cloth was lead to the deterioration of cotton cloths and had an effect on the price increases of domestic markets.