The aim of this chapter is to highlight the importance of user experience to achieve a successful transition toward a circular economy. User experience offers an opportunity to go beyond current consumption models and increase the value retention of products at the end of their usage, by reuse and lifetime extension possibilities. However, the problem is that realizing product longevity often has a significant impact on daily behavior. It requires a shift in mindset and counts on our willingness to take care of products; to use products long and not replace it as soon as a new model is introduced to the market; to maintain and repair and use remanufactured products; to return after usage; to trust reuse systems; to give up ownership; and to share products with other users. This significant but required change can only be successful if a valuable user experience is offered in the alternative. We end the chapter with two specific cases related to plastics, where the user experience has a significant influence on the difficulties in (1) the transition of single-use products to their reusable alternatives and in (2) the transition from virgin plastics to recycled plastics.