The development and implementation of ICT solutions changed the built environment. Objects from daily human routines and services, while aiming for sustainable and inclusive qualified solutions, challenged the countless possibilities of interaction between individuals, individuals and products, and products and products. Smart cities associate intelligence to environments and products to boost functionalities, uses, and experiences. The design of smart cities, from the spatial relations, objects interactions, and services availability must be user oriented to satisfy users' needs and expectations, while promoting qualified experiences. From real and questionable solutions, due to technical or functional orientation, emerges the need to observe human perception, reaction, and behavior to understand how it is possible to improve the experience. The aim of this chapter is to highlight the need of a different approach to the conceptualization of smart cities, environments, products, and services, emphasizing an emotionally appealing experience.