In the post-digital era, the relationship between human beings and images undergoes a constant metamorphosis. The rise of technology, the use (and overdose) of devices, in every form and measure, has intensified the process of social dematerialization, particularly the image one, transforming it into a simulacrum of reality residing in the meta-space of screens. This technological evolution generates numerous questions about the nature of intimacy in our relationship with images. The high number of visual stimulations pushes the observer to move rapidly from one image to another without allowing emotions to settle. In this context, the syndrome of simulacra emerges, where digital representations increasingly replace the authenticity of physical experience. This analysis aims to decorticate the complexity of this transformation and to contextualize the evolution of the human approach to the image from sociological, cultural, and aesthetic perspectives. In particular, it will first analyze how intimacy has gradually diminished due to the abundance of digital motivations and the ephemeral nature of representations. Subsequently, it will explore the existence of possible new landscapes capable of creating, through technology, profound and engaging experiences. At the heart of this exploration lies a fundamental question: can intimacy still exist in the digital projection of the image, or are instead the senses that strike us daily representing the true relationship with pictues? This paper will seek to answer this question and shed light on the mutable and complex nature of the relationship with the image in the post-digital age.