Defamiliarization as a modern concept, coined by the Russian Viktor Shklovsky (1893 – 1984) in his essay “Art as Technique," breaks the grounded rules of modern poetic writings at different levels either form, language, images, or punctuation. Hence, this paper aims at epitomizing different examples of E. E. Cummings (as an American poet) and Adonis's (as an Arab poet) views towards applying the concept of defamiliarization in their selected poems. Belonging to different cultures and using different languages, both poets conceptualize defamiliarization in different ways. Hence, the paper answers questions like “to what extent does Adonis express such tendency towards defamiliarization in a way similar to Cummings?" and “Does Adonis do the same to the same degree?" the researcher, through the analysis and the synthesis of Cummings's poems “r-p-o-p-h-e-s-s-a-g-r" and “1(a…(a leaf falls on loneliness);" and Adonis's poems “The Beginning of Doubt," and “Search," hypothesizes and presupposes how both poets approach defamiliarizing language, form, and style in distinctive literary manners. However, both poets seek to make the readers conceive the poetic experience at more human and universal levels. Still, in relation to the cultural background along with other language consideration, Adonis becomes conservative in his defamiliarization, unlike Cummings who reaches a limitless ground of defamiliarizing his poetry. Thus, this paper fills the gap of studying two different poets in relation to conceiving and applying the modern concept of defamiliarization and opens new horizons for further studies.