One of the most wide-spread narrative paradigms and at the same time one of the most pronounced symbols of female puberty initiation – the turning of a teenage girl into a woman – can be traced through the prism of poetics of the plot about the innocent pursued heroine which is revealed through the relationship of stepmother and stepdaughter. It is present in the world-famous fairy tales such as “Cinderella”, “Sleeping Beauty” and “Snow White and the Seven Dwarfs”. This article investigates culturological similarities and distinctions in the images of so called Macedonian Cinderellas from fairy tales, published in folklore collection by Marko Tsepenkov and Kuzman Shapkarev.