The subject of analysis is the opposition of two themes – boredom and pleasure – in Chekhov’s The Shooting Party. The category of “boredom” includes the characters’ daily duties and work, while “pleasure” corresponds to the unfettered Karamazian lust for life. The fight against boredom turns into the pursuit for the fulfilment of all life desires but also leads to conflicts, which leads to many tragic events related to the deaths of several of the novella’s heroes. The polarization of the world of text on the metaliterary level allows us to notice the features of parody in relation to the popular literature of the day.