This study aims to analyze the representations of the city and the look at romance Passageiro do fim do dia, of Rubens Figueiredo, and intends to investigate the look that the author himself has on contemporaneity in his work. As this book represents the contemporary city based on specific characteristics - such as speed, violence, urban chaos, decay, inequality and exploitation at work - we used a theoretical framework that enables to read transformations related to the development of large cities and its consequences. For the analysis of the characters look representations, texts have been used that present concepts related to the verbs to see and to look, and theorists reflecting on how contemporary city can influence the looks of its inhabitants. It is also analyzed the Escola da noite tale, which is part of Livro dos lobos, of Rubens Figueiredo, from the perspective of representation of space and the look of the protagonist. We also seek to understand the way that the author represents the experience of professionals in the Brazilian public education in the tale.