One of the significant indicators of the effort by the Turkish society towards westernization is the change of dressing. Middle and upper class people try hard to follow the European fashion. However, certain people were unable to understand the western culture in its proper sense; they thought by imitating the European dress code they beleieved to be westernized. Within this atmosphere, writers aim to show the right path of westernization to the society through their works. Hüseyin Rahmi believes that the role of literature is to teach people lessons and he uses humour in his novels to fulfill his understanding of the function of literature. In many of his novels, he gives examples of Occidental snobs and his Şık and Şıpsevdi are two leading works revealing this type of snob with all peculiarities, especially, in physical appearance and clothing. The writer, in his own words, turns the characters to “caricatures of fashion” and in this way he succeeds in displaying how apish westernization can distance peoeple from “being chic” in a positive sense and thus he brings about a very striking social criticism. In this paper, two factors regarded as the most significant indicators of westernization by original Occidental men, namely the physical appearance and style of dressing in Hüseyin Rahmi’s novels Şık and Şıp-sevdi which as described by Tanpınar handle “dualism of sociality” are dealt with.