The article is devoted to the study of the “Shakespearean text” by Yuri Dombrovsky from the standpoint of Bakhtin dialogism. Clarifies the concept of “Shakespearean text” refers to and analyzes “Shakespearean text” by Dombrovsky, including artistic works – a trilogy of novels about Shakespeare (“Dark Lady” “Second-highest quality bed”, “Royal Rescript”) and two chapters of the novel “Dark Lady” (“Queen” and “Count Essex”), originally entered into its composition, but later was published separately, as well as two scientific and critical articles – “‘RetlandBaconSouthamptonShakespeare’: about the myth, anti-myth and biographical hypothesis” and “To Italians about Shakespeare”. The study author states that “Shakespearean text” by Yuri Dombrovsky dominated themes of tyranny and government that does not want to hear the people, of censorship, depriving the artist’s freedom of expression and the role of the artist in an unfree society. Special attention is paid to the problem of interaction between Shakespeare and monologue-authoritarian society in the artistic world created by the writer. The author hypothesizes that in the trilogy of short stories about Shakespeare, Dombrovsky addressed such problems of the totalitarian regime as censorship, cruelty and despotism of power from a relatively “safe” distance – the age of Shakespeare. The author notes the presence of a special situation of double dialogue in “Shakespearean text” by Yuri Dombrovsky: the dialogue is conducted through the Shakespearean era with the contemporary writer’s reality, power and culture. The article proves the similarity of Dombrovsky as a biographical author with the Shakespeare he portrayed, and notes the presence of common features in both writers (sacralization of creativity, impulsive character, addiction to alcohol, epileptic seizures, etc.). The conducted research allows us to conclude that Dombrovsky, attempting a dialogue with the monologue-authoritarian power, finds a voice through art, like “his” Shakespeare. Dombrovsky connects the ways of solving the problem of the artist and power with art as the only way to build a dialogue in the conditions of totalitarianism – not so much with the authorities, who are not able to hear it, as with themselves.