The geographical proximity and socioeconomic dependence on the United States brought about a deep-rooted anglicization of the Cuban Spanish lexis and social strata, especially throughout the Neocolonial period (1902-1959). This study is based on the revision of a renowned newspaper of that time, "Diario de la Marina," and the corresponding elaboration of a corpus of English-induced loanwords. "Diario de la Marina" particularly targeted upper social class, and only "crónicas sociales" (society pages' columns) and print advertising were revised because of their fully descriptive texts, which encoded the ruling class ideology and consumerism. The findings show that there existed a high number of lexical and cultural anglicisms in the sociolect in question, and that the sociolinguistic anglicization was openly embraced by the upper socioeconomic stratum, entailing a differentiating sign of sophistication and social stratification. Likewise, a number of the anglicisms collected, particularly those related with social events, are unused in contemporary Cuban Spanish, which suggests a major semantic shifting in this sociolect after 1959.