Leisure time, as one of the important aspects of lifestyle and cultural education, has always had a special place in the Supreme Leader's intellectual system. From a civilizational and strategic perspective, he considers leisure time not only as a time for rest, but also as a platform for spiritual, moral, cultural and responsible growth. This research aims to analyze the content of the Supreme Leader's statements about leisure time and to examine the extent to which his demands have been realized in Iranian society, using a qualitative approach and directional content analysis. The research data includes official statements of the leader between 1991 and 2005, which, after being extracted, coded and categorized, have been analyzed in the form of five main axes: 1) Elevating content, 2) Cultural justice, 3) The role of institutions and the media, 4) Moral refinement and lifestyle, and 5) Innovation and art. The findings show that in many of these areas, the leader's demands have not been realized or have been implemented incompletely. Weakness in cultural leadership, inequality in access to facilities, dominance of commercial over educational perspectives, and dominance of superficial media models are among the most important obstacles to the realization of these demands. Finally, solutions are presented to reform the institutional structure, promote cultural justice, and develop valuable content in leisure time.