This chapter presents a philosophical view to the concept of boredom [Langeweile] from its forms (bored for …, bored in …, one gets bored) and structural modes (leaving voids and postponing), worked by Martin Heidegger in his classes at the University of Freiburg during the winter semesters of 1929 and 1930. It is intended to rescue a marginal philosophical stance to the traditional positions of Heideggerian thought, being able, in the proposed hermeneutic-phenomenological transit, to interweave their philosophical images with cinematographic narratives that enrich the real understanding of the modernity. We assume boredom and its essence, Langweiligkeit, as the fundamental mood [Grundstimmung] of our era, allowing other mobility of thought to study the phenomena of cultural entertainment as a symptom of the modern disease by distancing the Dasein of the meeting, interrogation, and self-care.