One of the prominent results of globalization is the rise of multilingualism and the importance of English in countries where English is not a native language, particularly in the work sphere. Sociolinguistic research on SLLs shows how factors such as education, migration, media, etc. shape people’s attitudes towards language and identifies the opposing language ideologies that can influence these attitudes. The focus of this paper is the influence of language learning and usage context on attitudes towards language. The research is based on the premise that a multilingual speaker can have opposing views of different languages that he/she speaks due to the different learning and usage contexts with respect to each language. The premise was examined through qualitative research on the sample of a multilingual speaker from Slovakia. The research was conducted in the form of two sociolinguistic interviews with the participant, as well as through an analysis of written communication between the participant and the researcher. The results have shown that the participant views language variation more favorably in the context of Serbian, Croatian, and Bosnian, than in the context of English. Additionally, it was shown that the participant’s speech production does not always reflect his own attitudes towards language. The results imply that the difference in the participant’s attitudes towards different languages is influenced by the different learning and usage contexts in connection with each language.