The market of Internet-based fashion/coordination shopping malls have been growing rapidly year by year. In accordance with this growth, Internet fashion shopping malls are also making a lot of efforts to increase their revenue by displaying new fashion products on a high spot or by having professional models wear them to make them more attractive to the customers. If online shopping malls have the functionality of automatically calculating the matching degree of lower and upper clothes, it could play a role of off-line shop assistants and provide a more convenient way of purchasing fashion products for customers. In this paper, we present a learning system adopting the content-based filtering method for online shopping malls, which automatically calculates the matching degree of lower and upper clothes and recommends the most well-matched pair.