Fit sessions are essential in making well-fitted clothing. During these sessions, apparel fit is determined iteratively by a team of designers, technical designers, fit models, and merchandisers. With the advent of the digitalization of new product development processes in the fashion industry, fit sessions have been seen as a bottleneck for they are still held in person. However, the process is currently still irreplaceable, and what makes the feedback provided by fit models important is an area that has never been tapped. Therefore, the present study aimed to understand fit models’ role in fit sessions as well as how they assess the fit of garments and deliver their feedback. On-site observation during fit sessions and individual interviews with fit models were conducted. It was found that fit models gave comfort, fit, and tactile comments by testing garments while standing and moving between several postures. They had knowledge that overlapped with those of technical designers and designers and this empowerment enabled them to take part in the decision-making process in fit sessions. It also was found that fit models’ feedback on garments was essential as they were the first people to try on the garments and present the customers’ points of view.