Canonization of picaresque novel occurred in the 16th century in Spanish literature, while the genre changed throughout the history and thus it also reached the Croatian literature. The characteristics of a picaresque novel include a linear composition, topos theatrum mundi (i.e. seeing the world as a stage), panoramic resume of society, the role of Fortune and emphasized hedonism in the life of picaro. This paper will cover three autobiographical novels in detail through the characteristics of the picaresque novel: "Vječno nasmijano nebo", "Žalosni gospin vrt" and "Smijeh izgubljenih djevojaka", and also "Prosjaci i sinovi," one of the most important picaresque novels in literature at all. Together with the same characteristics of the picaresque novel, the most important differences will be indicated in relation to the first picaresque novel, Lazarillo de Tormes. These differences made Raos a prominent author who showed his readers the soul of the population on the harsh rocks of Imotski region, to which he himself belonged.