The Indian calendar system is one of the most complex sets of calendar-based rules in the world. Through a seemingly arbitrary mechanism, certain days, months and even years may be skipped, while others may be repeated. Moreover, calendrical practices seem to be differentiated based on region; a certain Indian state might celebrate its new year on certain day, while another one might celebrate ... [Show full abstract] months later. In this project, we explore this complexity, paying particular attention to links between the regional variations. In addition, we also computationally analyse the phenomenon of kshaya maasas or decayed months in the Indian lunisolar calendars. Kshaya maasas are a unique feature of the Indian lunisolar calendar, where, under certain conditions, a whole month may actually be dropped. In our study, we modelled past occurrences of a kshaya maasa and tried finding astronomical commonalities between them. The mode of narration is a post-modernist take on an 11 th century Indian mathematical treatise, the Leelavati Ganitam.