The role that technology plays in our lives is rapidly growing. We are becoming increasingly dependent on and less willing to separate ourselves from our devices. The rise of wearable technology has been fueled by technology’s tendency to get faster and smaller. In the fashion industry, luxury brands have focused on exclusivity that includes bespoke fashion, high levels of craftsmanship, and high-quality materials. However, a subtle shift is starting as luxury brands look to technology, and wearable technology in particular, as a means of providing exclusive, customized products. The high-heeled shoe is an important part of the luxury shoe market, but high heels can cause discomfort and more serious health problems for the wearer. This research project explores the possibility of a wearable-based web data visualization application that offers an approach for female to wear comfortable high-heeled footwear, while it also provides possibility of customized services for luxury brand fashion footwear.