Hi Sheena, we're sorry to hear about your experience with our Raven in All Black Mono shoes. We understand how important comfort is when it comes to footwear, and we apologize that they didn't meet your expectations during your recent trip to Japan. As this style uses semi-structured leather, we recommend breaking in the shoes for 8-10 days with thick socks before wearing them for extended periods of time. However, if the discomfort continues, please don't hesitate to reach out to us and we'll do our best to find a solution for you. Thank you for your feedback, we appreciate it.